Author: admin

Leo and Scorpio

-You’ve seen many pics on my phone of the universe, the moon, stars and all that –he told me the next day when I told him I wanted to be body painted more- and I’ve leant some of the most beautiful constellations, so if you want a new painting, I was doubting between Leo and Scorpio, but I think I’ll paint both, Leo on your chest and Scorpio on you lower body, ok, including your dick, so do you like this idea?

-I love it, dad. I don’t know the constellations, but if you tell me that those two are beautiful, I trust you.

-So ok, let’s strip first.

And that’s what we did. At that time we had already become two comfortable nudists, at ease with each other, and we no longer cared to be totally hard.

He grabbed the brush and started at the left part of my abdomen very close to my genitals.

-This star is called Regulus, that’s the brightest star of Leo. It means the little king. Now I’ll move to your right and paint the tail of the lion, the star Denebola, that’s its name. Of course there’s no line between the starts, but I’ll draw them. Constellations are of course some imaginary drawings that we see, this one for instance standing for a lion, and we could imagine lines between the stars. Now I’m moving up from Denebola to your right shoulder and paint another star, which is Zosma, the back of the lion. And now a new line to your almost left shoulder where I will paint Algieba, that’s the name, meaning the lion’s forehead or the lion’s mane. And now look, Algieba is up from Regulus and now I’ll paint another one which has a long name, it’s called Ras Elased Australis, which means more or less the star in the south of the head of the lion. You can see that Regulus, Algieba and Ras Elased Australis shape up almost an inverted question mark, as a huge P.

-So beautiful, dad.

But being my father’s dick so close to my mouth now and pointing at it as if it wanted to enter, before he painted Scorpio to me, I had a new idea and suddenly took it in my mouth and started sucking.

-Oh, Grady, I won’t get angry at this either, but are you sure of what you’re doing? You can stop.

-Dad, I’m not gay nor have I been jacking off about this either. It’s just that suddenly I saw you so hard that the thought came to me that it must be long since you last dated a woman and it’s been a sudden impulse, dad. Can I go on, please? I’ll stop if you ask me but my sincere desire would be to go on till you cum.

-You know once I told you that the last thing I’d do is getting angry at you. If you’re sure you can go on, I won’t ask you to stop now.

-Am I being good, dad? –I asked with my tongue rehearsing how to give a blowjob, something I’d never desired earlier but moved both because I was helping my father and because of the surprisingly good taste his dick has.

-You’re surprisingly being better than all girls have been with me before, Grady. Ok, if this is not an ordeal for you, you can go on, but I’m so close that I might end up cumming in your mouth unexpectedly.

-Sooner or later you will, dad –and I had time for no more words for in that moment for the first time in my life I was savouring semen. Had it come from another dick, it might have disgusted me, but not coming from Samuel Simpkin’s dick.

-Grady, this has been the best blowjob of my life and I cannot find the words to thank you and since I cannot find the words, I’ve certainly found a way to thank you without unnecessary words. Before tackling Scorpio, look at me now.

And totally by surprise, it was my father now kneeling down and suddenly blowing me too.

-Dad, you don’t have to do what I do.

-What is it for me, Grady? Nobody can love a son more than his own father. You’ve just taken me to heaven, so now it will be me taking you to the same paradise –he was being so damn good-! And I love the taste, so I could even give you more and more blowjobs after now. Not sure I would do this with other boys but with you I’m willing to do it as often as you ask me, now you know. The best way to feel at ease with each other now is that you call me as you would call your friends. So please mention my name and let me finish you off.

-Sam, I cannot love you more now, thanks for this –I was on the verge of cumming, so good he was treating my dick-. A father and a son can also help each other out like this if they agree.

-You’re the best son I could ever have, Grady Simpkin –and hearing those words from my own father or from my friend Sam, I will call him now, was enough to make me unleash a huge first torrent of spunk that he swallowed as securely as I had drunk his jizz earlier.

-And now that our dicks are calm and I feel we have just increased our friendship, I can tackle at last the scorpion on your lower body.

He started painting something in my lower abdomen, very close to my dick.

-I’ve known, Grady, that before Libra existed as a constellation, it was part of Scorpio, the scorpion’s pincers. But first I’m painting you the real pincers of the constellation of Scorpio. And now before I paint something on your dick, I’ll paint the lower body of the scorpion on your legs.

And he started in fact painting my thighs.

-See the shape of a huge scorpion you can see in the sky in summer nights.

-I’m watching the shape, Sam and it’s truly a scorpion. I can’t believe you can watch this in the sky.

-Good, and now I’ll paint on your dick the only star of Scorpio whose name I know: it’s called Antares. The name means rival of Ares. Ares was a Greek god and when He became a Roman god, he was called Mars, the god of war. And that’s because the reddish colour of this beautiful star vies with the colour of planet Mars.

-Amazing, dad. I wanna see Scorpio in the sky and Antares one night next to you and remember that once you painted it on my dick.

But finally Scorpio was painted as well as Leo on my chest. Now he took the pics and sent them to my mobile phone. I went straight to Sam’s lips and kissed him.

-Two beautiful constellations and two blowjobs besides that we’d had. I had to kiss you, Sam. I’ll spend one hour with these wonderful paintings on my body before having a shower.

And indeed I was for an hour totally nude before Sam Simpkin and finally headed to the bathroom. A wonderful day: Leo and Scorpio and the first two blowjobs. Now I only hoped he wanted to continue body painting me and having sex with me too.

“Gettin close, Coach,” I say, and Coach sucks down my rod one more time before coming off and smiling up at me from where he’s kneeling. 

“That’s good, kid. Hold that cum. Keep on the edge,” he says, stroking my teen rod in his strong hand. “You’re really getting good at it.” He slides it back between his lips. I watch Coach’s handsome face, his strong chin and shaved jaw as he chugs my rod down his throat. He holds it deep and does something with his tongue on the head that makes my heart leap out of my chest.

“Fuck!” I say. It’s always hardest to keep the cum in my balls at bay when Coach deep-throats me like that. He comes off again and stands up, smiling. He pulls me into his beefy Dad-bod and ruffles my hair. 

“Proud of you, kid” he says. “Ready to practice fucking some more?”

“Sure, Coach,” I say, trying not to sound too eager but Coach just shakes his head. He knows how much I like it. 

We started practicing a few months ago. I had a conference with Coach, one of those talks he has with most of the players. He’s real easy to talk to, super accessible to the whole team. So I was letting it all out: my girl troubles, how I’m so horned up all the time. That was when Coach proposed giving me some lessons in sex. He said I could just come over to his house, after practice. And he could show me some things, teach me how to do it good, teach me how to fuck. 

“Already got everything ready,” Coach says, leading me over to the bed where there’s lube and condoms. He gets up on the bed on all fours, spreading out his hairy muscle butt in his white jock strap. Looks over his muscular shoulder at me and smiles. “Get on up here, kid.” 

“You know how to do it – lick my pussy first,” Coach instructs after I get on the bed behind him. I’m already drooling. Eating ass has become my favorite thing. Coach tastes so good, and it’s something about getting my tongue in there and knowing my cock is going next that gets my rod hard and dripping. 

“Damn kid, you eat that pussy so good. The deeper you go the more she’s gonna want it, you know?” Coach says, his voice catching when I slide my tongue deep into him. 

“Yeah Coach,” I say and bury my face in Coach’s big butt. 

“Alright, lube me up. Put some lube on your cock, too, before you put on the condom. Makes it feel better.” I uncap the lube, pour some down Coach’s crack and use my finger to smear it around. I push some into his hole. “There you go, son. Slide that finger in all the way…fuck yeah. Stretch her pussy out a little, get her ready for the real thing. That’ll really make her want it.”

I work my finger in Coach’s tight hole. I can’t believe my cock is going in there next. I think of what my teammates would say if they knew Coach was helping me out like this. Probably they’d want a piece themselves, but as best I can tell Coach only does this for me. I’m special to him in that way. 

“Get that condom on. Always gotta wear a rubber at your age. Don’t want a kid, you know?” Coach says.

“Definitely not,” I say, unwrapping the rubber and rolling it onto my rod.

“Add some more lube. Then just tease it at first. Don’t shove it in, that’s a mistake a lot of young guys make. You gotta warm a girl up to it. Make her pussy hungry for your cock,” Coach says. I do as he says, sliding my rubber-covered rod against his spread-wide pussy lips. I’m achingly hard. “Fuck yeah, there you go, kid. That cock feels so good against my pussy.” 

I let my rod fall so the head is directed as his hole and then I push against it. Coach bites his lip and makes this whimpering sound that drives me wild. His voice gets kinda high and tight and it makes me think of how a girl might sound if I ever get one in the same position. “There you go, son, tease that pussy,” Coach is saying in that high, strained voice. “Put it in a little…just a little…remember to go slow.” 

When I get the tip of it in him Coach lets out his breath. “Aw, that cock feels good. Keep going, kid. Give me a few more inches.” Slowly I slide it into him, feeling Coach’s pussy grip every millimeter of my rod. “Keep going, there you go, kid, feels so good, take it all the way. Fuck!” Coach says. My nuts are pressed against him, I’m fully inside. 

“Oh my god, Coach,” I say. 

“Right? You’re such a stud, kid. Just hold it there for a bit. Let me get used to it, get me to where I’m begging you to fuck me,” Coach says. I can feel his hole tightening around my cock and releasing. “Alright,” he finally says. “Go ahead and fuck. Slow at first. Then you can ramp it up.”

I get a steady rhythm going. I look at Coach, his broad back splayed out, patches of hair on his strong lats, his handsome head bobbing as I drill his pussy. “You’re such a stud, kid. How’s it feel? You gotta tell a girl how it feels.”

“So good, Coach, your pussy is gripping my cock so tight,” I say. 

“That’s right,” Coach says, “Very good, keep going, keep fucking, keep telling her how it feels…” I see Coach reach down and feel his cock through his jock. That makes me feel good – like I’m doing such a good job that Coach is getting turned on by it. 

When he lets go I reach down to feel his cock. It’s totally hard under the jock. “That’s good, play with her clit when you’re fucking her,” Coach says as I squeeze his hard rod.

I grab hold of Coach’s big cheeks. I even give one a slap. “Oh hell, kid. That’s how you do it,” Coach says as I start to ramp up, feeling my load rise. “Give it to her good. Own that pussy.” I get aggressive, grunting as I slam into Coach. He gives it right back to me, grunting every time my hips slap against his ass.

“Alright, now. Time to slow it down,” Coach says after a while. “I want you to pull out. All the way.” 

“Okay, Coach,” I say, doing as he asks. Coach’s hole is really open now, the pink ring of it gaping like it’s just waiting for my rod to go back inside. 

“You’re gonna get married someday, right?” Coach says from where he’s positioned, still on all fours but talking to me from over his shoulder. “And when you do you’re gonna want to get your wife pregnant. You’re not going to wear a condom for that, so it’s best to practice for that now. A lot of guys, they struggle when the rubber isn’t on their dicks. They cum too quick. So go ahead, roll that condom off…” Coach says. I take hold of the condom and peel it off my rod. Coach nods when he hears the snap of it coming off. “Toss it to the side,” Coach says, and I do. “Now go ahead and slide back in me. But don’t fuck, okay? I don’t want you to get too close.” 

“Are you sure, Coach?” I say. My heart is racing – we’ve always used a condom before.

“Yeah I’m sure. This is practice that you need. It’s really important. Just don’t fuck. And definitely don’t cum.” 

“Okay, Coach,” I say, and push my raw rod back into his pussy. I feel like I’m melting when I do it – how could that little coating of latex make such a difference? But it really does, it feels like I’m dipping my dick into a bowl of warm butter and almost immediately I can tell that my nut wants to pump out. 

“Oh my god,” I say, and Coach can hear it in my voice cause he immediately goes into Coach mode.

“Hold steady, Bryant, don’t lose that nut, you hear? You understand?” Coach says.

“Yeah…” I say, barely able to catch my breath. “Yeah Coach, I hear…fuck! It feels so good…”

“I know it does, kid, I know it does…it’s gonna feel good for her, too. That bare dick in her pussy. This is fucking as it’s meant to be done, but you gotta keep yourself in check. Don’t pump just yet. I can feel you wanting to pump but you gotta wait, let that feeling pass…” I listen to Coach and I hold steady; my full-to-bursting nuts are pressed against him and my cock is pumping out precum into him but I don’t fuck. 

“Okay, got a better hold of it now?” Coach says after a minute. 

“Yeah, Coach. I think so.”

“Pull out a little…there ya go. Now slide it back in.”

“Fuck!” I say.

“Hold it in, kid. There you go. Good job, kid! Keep that nut in check,” Coach says, and he’s tweaking his tits then moving his hand down to his dick. Knowing he’s as turned on as me is only making it harder not to jizz. Each time he tweaks his tits or his clit his hole squeezes around my cock.

“Ah, Coach, the way your pussy is clenching…”

“I know, kid. Don’t let it milk the cream out of you, alright? It’s a mental thing as well as a physical thing. Do not cum,” Coach says, but his hole keeps squeezing and it does feel like I’m being milked, like my cock is a teat and Coach’s cunt is working the cream out of it. 

“Oh fuck Coach…oh fuck…” 

Coach knows. He can hear it in my voice.

“Yeah, kid? You gonna shoot? It’s okay, pull out, cream my cakes, do it for Coach…” he says, his voice a sweet coo. He’s working overtime on his clit, now. I try to last another couple seconds but then I feel it, the point of no return, a movement that starts in my body and comes rushing out from my nuts like a turbo jet. 

I think I miss the first shot, but then I manage to yank my cock out and it’s spewing jizz. A huge shot that lands across Coach’s back, almost all the way up to his shoulders.

“That’s my boy!” Coach says when he feels that. He’s cumming, too, probably in the jock, and I watch his hole clench and releas as he blows his nuts. My nut keeps coming, the next shot landing on his ass. “Point it at my pussy hole, let that cream drizzle down, she’ll love it like that…” Coach says and I glaze his donut hole with teen jizz, blasting shot after shot down his crack. It drips off his balls and pools on the bed. 

“Fuck!” Coach says, getting up, his smile huge. He wraps his paw around the back of my neck and pulls me into him. I can feel his pride and I’m grinning ear-to-ear. “What a stud you are! You did so good, kid,” Coach says, giving me a deep kiss, and I feel his tongue enter my mouth. I give it right back to him and we make out as our orgasms subside. 

The pouch to Coach’s jock is translucent with cum. “Wow,” Coach says, reaching back to feel the cum coating his hole. “And you managed to pull out, I’m so impressed.”

“Well, I might have missed the first shot,” I admit.

“That’s okay, son, that’s okay,” Coach says. “You did so good. We’ll try again next time, okay? You’ll get it. I know you will.” 

---

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Loving

I love tomboy hair and black. Brutal and rude.

I will take you without speaking to the forest road.

Even if I still don’t know what your name is,

I already adore your masculine body.

At the end of the trail, we will find the cute men’s whore brothel.

Do not be afraid; you will see that falling in love with them is enjoyable.

But before they start, I want to be the first one to give myself to you.

In my mouth, you can penetrate with your big stick.

With my mouth full of your hot and pasty seed,

I offer you, as a gift, nipples, and an eager ass.

Wring my tits with your right hand, and your left fingers enter my ass pussy.

First, slowly rotate me, and then, when drooling with pleasure, you can brutally enlarge me.

What do I say? Mercilessly break through so that your dick can effortlessly fill the hungry hole.

Submissive I will be your loving slut boy and make you eagerly enjoy love.

You can use me to do anything you decide.

After fucking me like a slut bitch, you can smear me with your hot seed.

I only ask that if you think you love me, brutally squeeze my cock with your strong hands.

---

Betrayal

How could you? lousy monster,

Naked, I found you filthy and still odorous.

Your gnarled stick that cries out in satisfaction is all softened.

He who, for months, harshly penetrated me

To him my virgin ass had I offered,

keeping wide open for your pleasure.

Crazy with love I enjoyed it while you impregnated me.

and with your powerful hands, you slapped my girlish nipples.

I was the shamelessly shameless scabbard for your hungry sword.

 

and depilated, I offered you my sissy skin.

Naïve I hoped that you would take me with beastly passion.

Would make of me your sissy boy lover.

Standing under you, passive to your lust, I obeyed with joy.

With joyful sighs, I enjoyed your strong blows into my pink hole.

I returned that evening to show you how much I had adorned myself for your sake.

Heavy rings are worn on the balls, and the nipples are pierced.

I was hoping you’ would, with your strong hands, pull my balls and squeeze my nipples with force.

While on my knees, my slutty mouth I made you taste.

Standing under you, passive to your lust, I obeyed with joy.

With joyful sighs, I enjoyed your strong blows into my pink hole.

I returned that evening to show you how much I had adorned myself for your love.

Heavy rings are worn on the balls, and the nipples are pierced.

I was hoping you’ would, with your strong hands, pull my balls and squeeze my nipples with force.

While on my knees, I made you taste.

On the shaved pubis and on the round buttocks, I had in your honor engraved a tattoo saying I belong to my master.

But when, naked, I wide opened the door to make me as your slave admire,

I found you with a fucking slut bitch.

If you were my innocent, smooth body,

Prefer a filthy, incontinent female,

I say goodbye.

and take back my body.

---

Dancing

Bel giovinetto che entri nel salone danzante

Sicuro di stupire col tuo fare provocante

Non creder di poter con moine noi vecchi irretire.

Altri più dotati  e appetibili ci fecero un tempo gioire.

Pensi veramente che gambette perfette e culetto tondo

Richiamino di noi andrikoi erastes il gaio mondo.

È pur vero che noi greci o latini vir amatores amiamo dei maschi  i buchini

Ma non significa che diamo a ognuno da goder i nostri uccellni.

Giù ora a quattro zampe ! Culo in su e bocca spalancata

Che vogliamo tosto la nostra ritta virilità  ben succhiata .

Se questo ingoiare bianca crema non bastasse  femmino ad umiliarti,

ci disporremo  a turno  per poter con la mano nel tuo culo penetrarti.

Quando dell’ano le crespe labbra  rosse e gonfie appariranno frementi

Ti prenderemo  con colpi violenti  e di averti fecondato saremo contenti.

Hai capito ragazzino che provocante qual sarà il tuo destino?

Mentre rifletti, tu però farai a ognuno di noi un bel bocchino.Beautiful young man, who enters smiling in the dancing hall,

Beautiful young man, who enters smiling in the dancing hall,

Sure to amaze with your provocative hipping.

Do not think that we old men can be excited by your feminine body.

Others, more gifted and attractive faggots, once made us rejoice.

Do you really think that perfect legs and a round ass.

Let the joyful world call us andrikoi erastes.

It is true that we Greeks, or Latins, vir amatores, love the tasty holes in males bodies.

But it does not mean that we allow everyone to enjoy our big cocks.

Down now on all four! Ass up and mouth wide open because we now want our erect manhood well sucked.

If this white cream swallowing wasn’t enough to humiliate you,

will arrange ourselves in turns to penetrate you with our hands into your ass.

When the frizzy,red, and swollen lips of the anus appear quivering,

We will take you with violent strokes, and you will be happy to be fertilized. Have you understood how, provocative boy, this will be your destiny?

But as you reflect, you will give each of us a nice blowjob.

---

Minnie

Minnelied

Wilfred’s eyes lit up when he saw Emmerich, his young gay lover, come in.

He stopped combing his long blonde hair, grabbed the harp, and with a deep voice in his rough German dialect, he sang, playing the pizzicato of the harp with these verses:

My love is as beautiful as an adorned fruit garden.

On two straight poplar saplings rests a hawthorn equipped with a tasty cucumber and thick chestnuts. Over the bush, I see a lawn plate that leads to two pink-tipped hillocks.

And if I walk around with my boyfriend, I discover two small melons separated by a pink rose hole.

Willie laid down the harp, and his face smiled, opening his fleshly red lips, greedy for kisses.

He didn’t have time to taste them.

Herrmann came in, the squat brother who loved ugly women with big breasts. He  smiled sadistically at Willie, then pulled out the dagger and castrated his brother, held  by two monks. Finally cut off his throat. The gay boy felt lost, and under the eyes of the  Dominican inquisitor, he fainted, soaking in his cum.

I have to admit I’m into trannies. Girl with big ass cock you get to suck, and then get to fuck their juice girly ass, play with their tits, and the cock swinging under them while you fuck them in the ass, amazing. I am usually a top, but I will bottom for some dudes that I’m really into, but when it comes to trannies I like to fuck them like a madman.  Well as it happens, a tranny I follow happens to be in the UK the same time I was going to be there. I’m following her on Twitter and Onlyfans and I have heard that she works with clients as well, very expensive and elite. I messaged her asking if she is willing to meet up. I didn’t get a response for a couple of days and I got a little desperate, I messaged her on every platform I could find, I wanted to fuck that brazil tranny ass. Finally, after 2 weeks I got an answer, and she agreed to meet up with me. She messaged me her address and told me her price and at what time to meet.

The day came and I drove to the house she was staying. She introduced herself as Dahlia and we chatted for a while before we would begin. Now a good part to mention is that this tranny is a top, she lives to fuck guys, and of course, I knew that, but I figured since I’m paying I would get to fuck her. Also, it is good to mention that she has a very thick cock, she has a good size cock in length, but it is also very thick, and huge compared to my small dick. Anyways we started to make out slowly moving to the bedroom, soon my pants were down and she had her red lips wrapped around my already hard cock. I loved her lips, how she was playing with the head of my dick with her tongue, a few more minutes of this, and would fill her mouth with my semen. But then she stopped, I was sitting on the bed, so she put one leg on me and, moved her panties to the side. And there it is her big, fat cock, staring me right in the face. She grabbed the back of my head and started to move me toward her dick, forcing me to suck it. Got to admit, the taste and feel of her cock in my mouth got me hornier than ever, I loved to suck her cock, the feeling of it getting hard in my mouth. I didn’t even really when I had both of my hands on her waist, and she was fucking my trough, getting as deep as I could handle it without choking too much. I had to be sucking her for at least 15 minutes before she turned around and stuck her asshole in my face, which I started to lick immediately.

 She pushed me down to lay on the bed and then started to suck my cock again, it felt amazing. She then moved next to me and we started to make out, she was playing with my balls, and moving her finger slowly down my ass hole. I was squeezing her ass as well, moving my finger closer to her hole. I asked her if I can fuck her now, ready as I would ever be, rock hard, expecting to get what I paid for. She told me of course, but first, she wanted to fuck me for a bit, I was so horny I didn’t protest at all. Well soon after my ass was lubed up I was laying on my belly with her on top of me. She told me she is waiting for her cock to get a bit soft, so it was easy for me to take it, and then she started to slowly push inside of me. Even with a softer cock the pain was unimaginable, I’m not used to taking such thick cocks up my ass, I was screaming and biting the pillow while she was penetrating me, slowly moving in and out of my ass, with every trust trying to get deeper in me. She finally managed to get her cock inside of me and hold it like that, my ass was on fire, I could feel her massive cock inside of me, begging her to take it out, but she kept it inside for like 2-3 minutes, before slowly starting to fuck me. She tried to fuck me, telling me to relax but I couldn’t. I asked her to stop and pull away, it was too much for me. I got up and got to the bathroom to wash up, my ass was hurting my cock was soft. I apologized to her and got dressed and left. Back at home, my ass was hurting for the next 3 days, I paid for sex, and not only didn’t I get to fuck that nice Brazilian ass, but I didn’t manage to cum at all. But on top of it all, I could not stop thinking of her cock inside of me. She messaged me to apologize and told me we can meet up again, free of charge if I want to and I get to fuck her this time she promised, I think she felt bad just taking my money like that and she wasn’t cheap, but she was in town only 1 more days and I was in no condition to try again. I told her it was all right and that I’m busy that day, but maybe next time she is in town we can meet up.

After that we stayed in touch, messaging back and forth, she was very sweet and nice to me. Sending me some of her videos for free, asking me how I’ve been, and so on. And to be honest I was excited to share with her, on dates I’ve gone or guys, girls, trannies I slept with after her. After our encounter ass also started to itch a lot more than before, meaning I was more open, to being more specific getting craving to get fucked. I bought a few toys to fuck myself and went out with some tops to fuck me as well, a smaller cock than hers, but still, I wanted my ass filled. Maybe 2 months have passed since my encounter with my tranny goddess Dahlia, she messaged me she will be back in the UK in 2 weeks if I want to meet up again. I agreed instantly, but the part she didn’t expect was me asking her how I can prepare better for her cock. She didn’t expect me wanting to try to take it again, she even told me I could just fuck her and that was it, but I told her I wanted more, I wanted to feel her inside of me. She got so excited, she called me and we talked for an hour, what toys I get, to use a lot of lube, how to relax when I take in the cock, how to relax my ass so it will be easier for it to slip inside and so on. I bought some bigger dildos and plug, and would try to stretch my asshole with them, fucking myself and sending pictures and videos of me, jumping on them, or with a plug up my ass, she seems very excited every time I send her something. 3 days before our date, she messaged me and asked me if I want to make a video with her. Aside from sleeping with people for money, she was an Onlyfans model, so she would film videos with her clients and post them. She told me I would wear a mask, and no one would tell it was me, and of course, everything will be for free, she even promised me part of the profit of the video we would make. I would watch those guys in her videos, getting their asses destroyed by her cock, and always wanted to be one of them, so I agreed. Also, she always seemed more dedicated in her videos than the last time we meet up, so I thought this way it will be even better for me.

The day came and I drove to her place, she invited me in and we started to chat and drink this time in the living room. We were like an old friend meeting up, we talked and drink for hours at least before we started to make out again. We moved to the bedroom where she already had a couple of cameras set up. She explained to me how thing work, gave me my mask to wear to hide my face, help me get clean up and we began. Again I started laying on the bed with her sucking my cock, she had a light pink bra and panties on, while I was completely naked only wearing a blue mask. She sucked my cock for a few minutes then moved on to me presenting me with her cock, I was sucking her like that with her on top of me, before we switch, with her laying on the bed and me on my knees sucking her thick cock, with my ass towards the camera. For the video, she told me to play it like last time, so I ask to fuck her, but she told us she wants to fuck me first just for a few minutes. I was down laying on my stomach, with her on top of me again, rubbing my ass and pressing that thick dick on me. Even though this time it felt a little easier taking her cock inside of me, for the videos I screamed and bit the pillow again, begging her to stop. We had agreed on a save work and everything else was for the camera. Once I got a bit used to her cock inside of me, she switched on the side, holding my leg up and fucking me like that, I kept screaming that it hurts and to take it out, but she kept telling me to relax and that it would get better. How with me screaming more of pleasure than pain she started to pound my ass. We were facing each other and she was kissing me and fucking me at the same time, slowly and gently I felt amazing. Then we moved to missionary with her looking me right in the eyes as her cock was penetrating my ass, I was playing with my cock looking into her eyes as well. Then I wanted to ride her, so I claimed on top of her and started to bounce up and down on her cock. The whole time I was moaning and screaming like a bitch taking this cock inside of me. We were standing on the side of the bed, she had 1 leg up on the bed for better balance, when she started to fuck me hard. The sound of her slapping her tight on my ass was launder than all my screams of the night. She was relentlessly fucking my ass with no end inside. Soon my legs would give up and I was pushed down on the bed, with her still inside of me, pinned me down, and kept fucking me. The feeling of her rock-hard massive cock inside of me, the speed and force of her penetrating me and slapping on my ass I was in heaven. We fucked for maybe 45 minutes before she finally pulled out of me and started to jack off on my face, feeding me her cum, which I swallowed as much as I could.

The video was done, and we lay next to each other on the bed resting and talking. After a bit of rest Dahlia invited me to take a shower with her, where she ones again fucked me, in her bathtub, I could not feel my ass from all that fucking. After that day I saw her 2-3 more times before she had to leave again. This tranny and her magic cock change me, now instead of looking for trannies to fuck, I was looking for trannies to fuck me, a whole new world.

We still stayed in touch, and around 6 mounts later, she texted me she is coming back to the UK, and I wanted to meet up again, of course, I agreed. She then asked me if I was willing to film another video with her and I agreed, she then mention it was going to be her and another t-girl performer and they get both to fuck me, and with my current state of mind and desired that sounded even better. We meet up again at her place, she introduced me to the other t-girl Su and we set up the cameras and all and started to make out. They were both so hot, Dahlia a brunette with big fake boobs, and Su a thin blond with small tits, but still very hot. They joked around saying that the one with the smallest cock would be the bottom today, which I expected to be me, but I was still surprised. I was between Dahlia’s legs sucking on her cock, and she was making out with Su when Su stood up on her knees next to Dahlia on the bed and removed her panties. “OMG” was both my and Dahlia’s reaction, Su had a massive cock. Bigger than Dahlia’s not to mention mine. She was playing with her cock while I continue to suck on her. We then measured them for the camera mine being the smallest of course, before both of them made me their bitch. For the next hour, they would both take turns fucking my ass, one of they were always fucking me, while I was eater kissing the other or sucking on her cock. They liked for me to suck both of their cock, while there were making with each other, but after the foreplay stopped the real fun began. Getting fuck with condoms on at first, to lube me up properly, and then RAW dogging me, they took turns fucking me in every position they could think of. I forgot I had a cock of my own, I was just their plaything for the night. Su with her big dick fucking me, feeling that thing in my stomach, and Dahlia always the more relentless and aggressive one, slamming that cock on my ass, slapping me, and fucking me like crazy. Only to receive both of those beautiful ladies’ cumshot on my face to end the video we performed.  It’s safe to say that after the video was done, I got to spend the next few days with those amazing trannies, getting my ass fucked all day long.

“Relax. Take it. It will be great once I’m in.”

Easy for Gerson to say, but it wasn’t working with me. It was just that he wasn’t all that attractive or that he had what they called a beer-can cock in the extreme–extraordinarily thick if not all that long. Gerson was my boss at Gerson Enterprises. I was just out of an MBA program at NYU and I wanted to get ahead, so I’d let myself be suborned by the CEO, Gerald–Gerry–Gerson. We were at a Catskills cottage of his, in his playroom, and he was trying in the damnest way to get inside me while I was trussed up in a leather sling. It wasn’t just because he was pretty old, and paunchy, and couldn’t hold an erection long enough to prepare me well or that he was so thick when hard or that he had to have the fetish of bondage and force to keep it hard enough to obtain liftoff. It was a combination of all three.

I was OK with younger guys. I wasn’t promiscuous, but I had no problem attracting interest, and I’d partied with another accountant at Gerson’s, Ted, who told me that Gerson fancied me and he could put us together if I was interested in expanding my profile in the company. At twenty-three and with an MBA under my belt, I was interested in moving up as quickly as possible. Although heavy set, Gerson didn’t look too bad in an expensive suit.

He wasn’t nearly as arousing in the altogether and burdened with the sexual issues he had. The cock, for starters, was impossibly thick when hard and I wasn’t much of a player, at least as yet. The main problem, though, was the combination of his fetish, his size, and his staying power.

“Open up. Open up, damn it!” he cried out, hovering over me as I lay on my back in the black leather sling, my wrists bound up the chains by my head and my ankles bound up the chains at the base where he was standing, grasping my throat with one hand, and working hard to stuff himself in me with the other. I panted and writhed and cried out at the attempted stretch of him and he huffed and puffed and pushed. He was in, past the sphincter, and I thought it was going to work this time, but he jerked and lost position, and came inside his condom between my thighs.

“Sorry,” I whimpered. “I thought maybe–”

“I thought so too,” he said, pulling away from me, looking disappointed.

“I guess I just can’t–”

“No, it’s not just you. It’s the combination of things. But you need to relax with the bondage and be able to open to my size quickly.”

“I guess you need to just try it with someone else.”

“No, I don’t want to give up on you being able to take me. You’re the sexiest, best young guy who I have found to try it with me. We’ll have to do something. We have time.”

I groaned.

For the rest of the afternoon, as Gerson was off at the edge of the woods, making phone calls, I stewed about the situation. I had agreed to the arrangement. There had been no reluctance there. I had a great, good-looking body. I’d used it to my advantage in college. I had no qualms about using it to my advantage in business. It just wasn’t fitting with this important boss man.

Later in the afternoon, I was sitting on the cabin’s porch, going over some accounting work, when a pickup drove up to the cabin and a big, strapping black guy got out. Gerson came up from where he had been making phone calls at the edge of the woods.

“Come into the house, Jack,” he said. “An escort agency has sent this man up to help us.”

And help us the black bull did, although I never did hear what his name was. In Gerson’s special room in the house, the black guy embraced and kissed me. We slowly undressed as we fondled each other and he frotted our cocks. His was huge–as thick as Gerson’s but so much longer–a black mamba snake of a shaft with a big purple head on it. If I could take his cock, I’d be able to Gerson’s.

He lay me back into the sling and bound my wrists and ankles on the four chains. He ran his hands all over me and knelt between my legs and ate me out. I was writhing and moaning. And Then I was huffing and panting and giving little cries as the big, thick fingers of his hand penetrated. He took his time, working me with the fingers and more with the one hand while hovering over me and kissing and licking my body and exploring with the other hand.

Then he fucked me. He had opened and prepared me to the point of my being able to take and stretch to him. His hand was removed, to be replaced by his cock, which just slid in, and he fucked me. Toward the end of this, Gerson came into the room, naked, his cock worked up to an erection and crowned already with a condom. The black rent-boy pulled out of me and stood aside. Gerson could penetrate with his beer-can cock now. Not more than twenty seconds later, he jerked and came. He’d managed to do what he wanted finally. Everything had come together. He got his fetish, I was open to his requirement, and he managed a penetration and quick ejaculation.

Later, at dinner, being hopeful that something long term would work out after all, I was brave enough to say, “So maybe that–”

“That worked, yes,” he said, giving me hope, “But I can’t bring in a rent-boy like that every time I want to fuck you.” That dashed my hopes.

He didn’t comment more on that for the moment but changed to conversation to work matters. I could tell he was mulling something over in his mind, though. I was afraid that he was deciding that this was just too convoluted an option to provide enough satisfaction. The last thing he brought up in the evening didn’t seem to be related. But I guess, looking back on it, it did.

“I want you to go out to Chicago and become familiar with our office there,” he said. “I’m going to arrange to send you out there for a week and put you in good hands.”

There it was, I thought. He was pushing me aside, getting me moved out of New York. He’d try to get what he really wanted from someone else.

But that turned out not to be what Gerry Gerson had in mind for me–and for us.

* * * *

The indoctrination in the Chicago offices of the Gerson Enterprises turned out to be just what Gerry Gerson had told me it would be. It wasn’t evidence that he was tired of trying to get it on with me and was sending me away from New York. I spent two days in the office in downtown Chicago comparing and contrasting how the accounting was done here with what we did in the main New York City office. I was treated with kid gloves–precisely as if they knew I was being groomed for greater responsibility. There was no evidence that they realized that I was still being groomed to provide sexual satisfaction to Gerald Gerson himself.

That part was also evident during my Chicago trip. During the workday I was given a white-glove, in-depth look into the Chicago office operations. In the evening, though, I was turned over to a beautiful mature man named Tony in the Skyland Club penthouse men’s spa and male brothel in the Elgin skyscraper on North Columbus Drive building, two blocks off the lake at the Navy Pier. From dinner on, I was hosted at the club, including sleeping there–and not alone.

Tony met me at reception at the Skyland Club after I had been checked into my room there the first evening. He was a gorgeous man, evidently Italian, of middle age, about the same age as Gerry Gerson. There was another similarity in the two men, but none that were evident. He was on the heavy side, but in solid, well-proportioned muscularity. He was handsome of face and hirsute. He had a flowing mane of salt-and-pepper hair, a mustache and a trimmed beard. He was elegantly dressed in a black satin top and trousers combination that hung loosely on his body. The top was open half way down to the navel to show a sexily hirsute chest and a heavy gold chain around his neck. He obviously was very comfortable in his clothes and his body.

He greeted me with a big smile and an immediate admission. “I have been employed over these two days to make you more comfortable with having sex with my client.” By that, it was obvious he meant Gerry Gerson, although he never mentioned his name. I had been told I would be undergoing sexual relaxing treatment while in Chicago, so that didn’t come as a surprise. His age–going with older men had been part of the possible reason I was having trouble taking Gerson’s cock–surprised me, because I found Tony to be highly arousing, despite the age.

He was holding what looked like an egg and rolling it in his hand, as he guided me around the facility, showing that there was a main, all-glass gym overlooking Chicago at all angles, a gym in which older and younger men were working out in almost the altogether and doing as much ogling and touching of each other as working out.

“This is a completely open gentlemen’s club,” he said when I seemed taken aback at how free the men were being with each other in the gym. “Anything the men want and their partners of the moment permit is fine.” And, indeed, there was an X-frame there with a naked young man bound to it and an older, naked man, in full erection, languishly switching the younger man’s buttocks, back and thighs with a riding crop. Another tall, older man, with a wiry, hard body suspended bar lifts he was doing on a bench and watched me as Tony guided me around the room. He was a handsome, commanding man, bald on top, and with a left pec and full arm tattoo in a black and blue, intricate swirling pattern. He looked both like a teamster boss and a sophisticated banker at the same time.

Showing me the egg-shaped object again, Tony said, “This is a Tenga egg, used by a man to pleasure himself. I will be introducing you to this device and others to help you prepare for the client in the future. Having been told the problem, I think, basically, that it isn’t just size. He’s an unusually thick man, I gather, and he has little staying power, so he must be in and finished quickly. Is this true?”

“Yes, basically. But I think I may have trouble with a man of age, because I don’t seem to have trouble taking men younger.”

“Men as big as the client is?”

“Well, no, certainly not as thick.”

“Thicker than this?” he asked as he deftly parted the fold over his crotch and brought out a beer-can sized, long cock and showed it to me.

I gulped. “No, certainly not thicker than that.”

“Good,” Tony said, “because we are going to work on you being open enough to take this immediately when I want to put it in you.”

I gulped again. Part of this therapy or training, or whatever it was, was going to be Tony fucking me. He buried the massive shaft back inside the folds of the black satin harem pants.

“I don’t think it is much an issue of age,” Tony said, smiling. “I noticed that you hardened up when you met me just now and are still hard. I am much the same age as the client.”

“But much better looking and fit,” I said.

“Well, that is a given with the client, and we must work in other areas,” he said. “I think the issue is how well prepared you are when he needs to perform his quick in and fast ejaculation. What we need here is to build in separate preparation time for you so that you are well open before he goes over the edge.”

He led me over to the interior wall of the gym, where I saw that there were alcoves, with beds in them. The alcove could be curtained off from the gym floor. A couple of these were occupied by copulating pairs of men–one having three men working on each other. Tony led me into one with a reserved sign on it. On a table by the bed an assortment of sex toys and lotions had been set out. There were a few masturbator toys, including a Tenga egg like the one Tony had already shown me, but there also were dildos in assorted sizes, building up to one in the shape and size of a stud horse’s cock. Tony lifted this one off the table.

“Please undress and lie on the bed. Before I give you the cock now and the client gives it to you in the future, you should have built yourself up in preparation that this dildo slides in easily. I am told you understand that this process isn’t for your pleasure–that is so that you can give the client what he needs.”

“Yes, that’s right, I suppose,” I said.

“That doesn’t mean that you haven’t taken your pleasure before that. Part of your preparation for the client, if he’s fine with that, can be for you to take your satisfaction from another lover or do it yourself before you go to the client. All the client needs is your compliance and a channel open enough for him to easily do what he wants to do to gain release.”

“I understand.”

He flicked on a TV over the entrance to the alcove and showed me how I could go from channel to channel to view films that showed me how to use the various sex-toy devices in masturbation and porn films showing action. “It doesn’t matter how often you come while preparing,” he said. “What matters is how accommodating your channel is for the few brief moments the client can use it for his satisfaction.”

Tony didn’t leave me immediately. He hovered over my body, fondling and manipulating and making love to me with his hands and mouth, while I sighed and moaned for him. He guided my hand into the folds at his crotch, and I stroked his massive tool while he moved to sucking mine.

“Relax,” he said, pulling briefly away. “Remember that the goal here isn’t for you to climax with him. You can do that beforehand, as many times as you want. The goal is to be open enough for him to take his pleasure after you’ve prepared for him. It’s his climax that’s important. Go ahead and climax with me and by yourself while you are opening your channel.”

With a jerk and a sigh, I did so. He worked some more with the toys as I slowly was opened up. Then he left me to it. “I will be back,” he said, “but I will close the curtain for now. This preparation is something you need to learn to do for yourself before you go to the client.”

With the aid of the TV films, I went through the progression of opening myself to be able to take the horse cock dildo, but it didn’t work in quite the privacy Tony had suggested I would have. As I was getting close to being fully dilated, the curtain parted and the older, bald man who had been ogling me earlier parted the curtain and stood there, handing and stroking a well-hung cock, and watched me at work.

In time, he withdrew and Tony returned. He checked that the horse cock slid in easily, which it did, and then he stripped, showing a magnificently muscled senior body, coaxed my legs to part and bend, feet flat on bed, put a bolster under the small of my back, and mounted, penetrated, and fucked me deep and long in the missionary position. As big as he was, he slid in easily. The contrast between Tony and what I could expect from Gerry Gerson other than that Tony had a beautiful body and Gerry didn’t, was that Gerry would be in and out in less than two minutes but that Tony could–and did–fuck me forever, bringing out another load of cum from me in addition to his own ejaculation.

* * * *

Tony let me rest for a while, saying we’d do another session later, and I dressed and went down to the club’s bar on the level below the penthouse gym, spa, and playrooms. The Skyland Club occupied the top three floors of a thirty-eight story skyscraper. The middle floor contained the dining room, kitchen facilities, bar, and meeting room. The first floor was reception, offices, and the bedrooms of members who were booked for the night. I had been assigned one of the bedrooms.

There were a few others in the bar, but not many. Those who were there, though, were paired up and engaged with each other. I ordered a drink from the bar and found an unoccupied table. Within seconds, the older, distinguished-looking man who had ogled me earlier in the gym and watched me prepare myself to be open for Tony in the alcove off the gym came into the bar, talked to the barman, and came to my table bearing the drink I’d ordered and one for himself.

“Personal delivery,” he said. “I hope you don’t mind.” He set my drink down in front of me.

“Thanks. It saves me a trip to the bar,” I said.

“This one is on me. I hope you don’t mind if I sit here and chat with you while you drink this–and I could go get the next one as well.”

“No, not at all,” I answered. “I’m free for the moment.”

“My name is Dave. Dave Elgin. I know I’m being very forward in watching you in the gym and trying to figure out what Tony is training you to. But you are such a beautiful, enticing young man. Is he training you to be one of the club’s sex workers? If so, would it be too forward of me to ask when you might be established to serve club members?”

I blushed, and in that moment I didn’t connect his name with the building. “No, I think this is a private arrangement,” I think.

“You seem to be free about sexuality and I saw that you received Tony without reluctance, so may I assume you are comfortable about talking about sex–as much as you seem to be about engaging in it with men? If I’m being too forward–”

“No, that’s fine,” I responded. “Rather flattering, actually.”

“That I would show interest in you in a sexual way?”

“Yes.”

“Let me be clear that I am very interested in you in a sexual way. You arouse me as no other young man has done. I would like to cover you, and I would pay you generously to take my cock. It’s not clear why you are here, though, and what Tony is working with you on. Do you have a lover–presumably a wealthy one to be paying for all of this–who you are having trouble accommodating but are willing to try doing so?”

“Yes, he is an older man–in New York. My boss, actually. I am a new accountant in his firm.”

“An older man? You are having trouble responding sexually to an older man?” The worried expression on his face indicated what his real unspoken question was.

“Yes, but he’s not a good-looking man and he’s not in shape.”

“Ah. And I–”

“Oh, you are quite good-looking and in terrific shape for your age,” I quickly said. “No, there is more. He can’t sustain an erection, meaning he can’t engage in much foreplay. He also is extremely thick. Without the preparation of me, I can’t take him before he no longer is in need.”

“He ejaculates before he can get inside you?”

“Yes, basically.”

“And Tony, who also has a beer-can shaft is teaching you to prepare yourself and to be open enough to take your daddy immediately and accommodate him for the short time he can remain hard before ejaculating.”

“Yes.”

“Well, that seems simple enough.” He looked relieved and put a hand on my thigh. I didn’t move away from it. There was the clear indication there that the problems between Gerry Gerson and me on satisfactory sex were not a concern for whatever he wanted to do with me. I was flattered he was so interested in doing something with me.

“Are you in a relationship with just this one man? You seemed willing enough to let Tony cover you.”

“Are you asking if I’m a rent-boy–if my boss brought me in just for his bed?”

“I’m sorry if I’m being too blunt. But, yes, are you available for money?”

“I suppose in some ways I am the man’s paid whore,” I admitted. “But I came into the firm for the job and advancement in the firm seems to be the payment rather than money.”

“But you would go with a man for money? An older man? One who would prepare you well before covering you?”

“Are we talking about hung men here?” I asked in amusement. His hand had moved to exploring my crotch. He found me hard. Again, I didn’t pull away.

“Yes,” he answered.

“I do prefer big cocks,” I said. “It’s the one thing I like about my boss, but unfortunately it’s the one thing I’ve been unable to adjust to in the time needed.”

He took my hand and moved it to his crotch, where I traced a long, hard, thick shaft. I have no idea how it measured up to either Gerry or Tony, but it was a very nice cock.

“I have my own room here,” he whispered. “Will you go with me there now and let me fuck you? I’ll pay you a thousand dollars. I would prefer bareback. I have pills for protection of that, if you are worried. And I am checked regularly. But if it has to be with a condom–”

“I have another training session with Tony in just a bit, so, I’m sorry, I couldn’t now.”

“But you aren’t saying no.”

“I’m here for another day. I’ll have to go to the office tomorrow, but maybe when I come back… if you’re still here then.”

“I will be here,” he said. “Do you mind if I watch you prepare for Tony and then take his cock?”

“No, that’s fine.”

“I’ll pay you five hundred for that, to sit nearby and take care of myself while Tony fucks you.”

“Sure that’s fine, and you don’t have to pay for it.”

In the event, it helped me for Elgin to be sitting nearby and jerking off while I prepared myself. Then when Tony came in, he expressed pleasure with how well I had opened myself. He put me on all fours on the bed, mounted me in a doggy position, slid right in, and fucked me. It had aroused me more to see that Elgin had a long, thick cock and was beating it off in cadence with Tony’s stroking inside me. I gave no thought to how accommodating Tony was to letting Elgin watch us or had I thought of the man having said he had his own room here at the club.

* * * *

I thought I’d locked my bedroom door at the Skyland Club in Chicago that night. In fact, I’m sure I did. That didn’t seem to matter much. He was already in the room and sitting on the bed beside me, fondling me, before I was aware enough to know that someone was in the room with me in the dark of the night.

I assumed it was Tony, and with what he’d done with–to–me earlier in the day, I feel no compulsion to counter what he was doing with his hands. He was sexing me up in preparation to helping me to open up quick enough and dilated enough for him to penetrate me with his monster cock while we were still in heat and to be inside me when we shot off. It was all part of the training, I told myself.

But the more the man worked me, pulled my sleeping shorts off, and became naked himself, the more I realized that this wasn’t Tony. This was David Elgin, who had propositioned me earlier in the evening and who I hadn’t rebuffed. I’d just put him off to the next day when I wasn’t so exhausted from Tony’s training sessions. Elgin couldn’t wait. He somehow had gotten access to my bedroom–which, upon reflection the next day wasn’t a surprise. He was David Elgin. This was the Elgin Building. He owned it. He owned the Skyland Club. He could go and do what he liked here.

Right at the moment he was doing me. And he was doing me well. He was expertly preparing me. The training must be doing me good, because I wasn’t clutching up in the embrace of an older man. I was relaxing and responding. I was opening up as he worked me in the dark on the bed with his hands and his mouth. We moved into the sixty-nine position, and I was sucking him off as he was eating me out. It wasn’t long at all before we were both in high heat, he was in magnificent erection and I was open enough for deep penetration–not an easy slide, but I highly arousing challenge, possession, and stretch as I moaned and he groaned. When he was saddled in close missionary position, my heels rubbing on the backs of his thighs, he established a rhythm of the fuck that I matched with the rocking of my hips.

We fucked at length in total unison and we came nearly together. He barebacked me, coming deep inside me in a series of jerks and releases, both of us sighing. For an older man, he had a flood of cum. For an older man, he also had remarkable recovery. After we’d both ejaculated, he lay there on top of me, taking much of his weight on his elbows and we kissed and nuzzled each other. We both concentrated on him going flaccid inside me.

“I’m sorry. I know you gave me reason I could do this with you tomorrow, but I couldn’t resist.”

“I’m flattered,” I answered.

“I brought pills for you–to head off any possible problem from not using condoms. On your nightstand here. It’s just so much more–”

“I understand. For me too.”

He no longer was going flaccid. He was on the rise again. He gave a little laugh.

“See what you do for me. I hope you don’t mind–”

“Fuck me, Daddy. Fuck me through the night!” In this moment I was totally his. I wanted him inside me, fucking me completely.

It wasn’t through the night. It was just one more time. He turned me on my belly and mounted me from on top and behind. The second fuck was even more vigorous than the first. He grasped my wrists and bowed my torso back tautly to him, as he mounted and rode me high like a jockey, pounding, pounding, pounding, holding me completely his captive. Such a lot of vigor for such an older man.

I slathered the sheets with my cum and he shot off again and again inside me, collapsing on top of me, holding me close, both of us again concentrating on the calming of the storm in the need of his shaft afterward.

I drifted off to sleep with him still on top of and inside me, but when I woke, with daylight streaming in the window, he was gone.

* * * *

He joined me at the breakfast table in the morning.

“Good morning,” he said, giving me a tentatively “I’m not sure how we stand” smile.

“Hi,” I answered. “Please sit with me.”

“Last night… I hope I didn’t–”

“It was fine. No, it was great.” I was certainly getting over any aversion I might have had to older men. Of course this one was a handsome devil compared to Gerry Gerson. But in the dark, and given the preparation techniques I was being given… With David Elgin I didn’t need to take as long in preparation. And, although hung, Elgin wasn’t as big as either Gerson or Tony were. He was much the better lover than Gerson and not any less arousing than Tony.

“Today, perhaps?” He asked.

“Whenever our schedules meet. Certainly tonight, if you wish. I’ll be going back to New York tomorrow.”

“And to the man who arranged this training for you.”

“Yes.”

“You are an accountant? That’s what you do in his business?”

“Yes. I took my MBA at NYU last year. I think I am doing well as an accountant.”

“Ah, a multitalented young man,” he said, and gave a low laugh.

“If you say so.”

“I say so. As you know, I couldn’t hold off. And you exceeded all of my expectations.” There was a paused before he added. “I have a business here myself.”

“Yes, I gathered that. You’re the Elgin in the Elgin Building name, I gather.”

“Yes, yes I am. I rather think I’m as able to keep a young man to pleasure myself as much as the man who sent you here–sent you here because there was a problem in a sexual relationship your boss wanted to cultivate.”

“Yes, I think we have the answer to that though.”

“But I don’t think there is any such problem between us–you and me.”

“No.”

“You could come work for me as an accountant–and to be with me more intimately. You don’t have to go back to New York–with problems you still have to work on.” He brought out a business card and laid it next to my breakfast plate. “I’ve written my private number on this. You can call me any time if you don’t want to answer my offer now.”

“Good until you find another young man you fancy better than me, of course,” I said. I tried to take the edge off of that by giving him a warm smile.

“This is life. One cannot predict such things,” he said. “Regardless, the accountant job is real, it pays well, and it will serve the ambitious. You strike me as an ambitious young man.”

Guilty as charged, I thought with a mental “ouch.” But I wasn’t wholly without principles. I was just a horny young man on the make and willing to use my looks and body to the maximum.

“My boss in New York has dedicated a lot to this,” I said. “I think I owe it to him to try it with him.”

“I understand and respect you for that. It makes me even more interested in you. New York isn’t all that far from Chicago and you have an office here.” He stood from the table. “I can free time for you whenever you are in town. I know how to get in touch with you in New York. And I will when I’m there, if you are good with that.”

“Yes, of course I am. I haven’t made a commitment of monogamy. My boss has said he doesn’t demand that of me–as long as I can give him what he wants as he wants it.”

“Does he want more than you’ve let me know he wants?”

“He wants to include bondage,” I answered.

“And you don’t–”

“No, that’s fine. That part arouses me,” I answered.

I could see that that pleased him. “Then perhaps–”

“If you wish,” I said.

“Good. Let’s leave it at that. For now, the job offer is open. In the short term, I hope you will be willing to service me tonight.”

There it was–the crux of the matter that I had to keep in mind. For men like Elgin and Gerson, this was a matter of servicing their sexual needs. As long as I kept that in mind, I think I would be fine. For now, I had options.

“I will enjoy that,” I answered as Elgin turned to walk away.

And I indeed did enjoy being fucked royally that night by David Elgin. He brought restraints, tied my wrists off at discreet hook worked into the headboard over my head, made me his slave and fucked the hell out of me.

I would keep his card and employ it when and as it benefited me.

At breakfast the next morning I couldn’t help but notice a lion of a man–more a silver fox, I thought–eying me from across the dining room. I was magnificent and seemed to know he was. He acted like he owned the room and the service staff was responding in that way as well.

I stopped a waiter and asked him who the man was.

“That’s Cornelius Vandergrift, the international banker. Fabulously wealthy; a billionaire,” the waiter whispered in passing.

I looked at the man again to see that he was still looking at me, assessing me, clearly interested. I wondered if he might have an opening for an accountant.

44-year-old Paul Barnes’ plane landed at Dayton Airport at 7:56 PM, it had departed from LaGuardia at 6:30 PM. A taxi took Paul to his room at the downtown Marriott. It was the sixth time for this routine. Paul had been promoted to vice president of a major New York publishing company whose corporate owner was headquartered in Dayton, Ohio. The position required monthly in-person meetings with the CEO, officers and staff. Paul flew out the night before to be alert for the grind that began the next morning at 9:00 AM. He’d catch a 6:00 PM flight afterward to go back home to Manhattan. Paul was divorced with a 19-year-old son and a teenaged daughter who lived with his remarried wife. Paul was single; he liked to play during these business trips.

 He checked in and went to his room. He had a Johnnie Walker Black on the rocks and smoked a Marlboro Red as he undressed. He lay nude in the center of the bed. He was solid, toned and built from morning workouts. His face was handsome and masculine, as was his voice. All of his physical assets and manly persona when packaged in a custom-made dark blue suit advanced his career over the last 20 years. As did his big swinging dick. It was a bit over seven and half cut inches with a warrior-like flared head, all surrounded by a proud bush. It was a real man’s dick; thick, veiny; it was perpetually rock hard and incited worship from those lucky to encounter it. Paul radiated Big Dick Energy. His sexual organ and beefy balls bulged, it bursted in his suit trousers as he strutted around offices, subliminally dominating his co-workers through force of will and his innate superiority.

 At 9:00 PM, after he’d finished his drink, the unlocked door to Paul’s hotel room opened. In came a voluptuous woman in an elegant black dress which showed off her big tits and full ass. She was a brunette in her 30’s, her hair was teased up; her face was expertly made up. Following her in, was a wholesome good-looking 19-year-old man wearing khakis and a dark blue Brooks Brothers polo shirt that showcased his developed biceps and pecs. He was medium height, compact, and had short dark hair. The woman took an envelope from the desk and put it in her purse. The couple walked into the bathroom, they returned nude.

 The woman was a knockout with her sleek firm body, luscious tits and trimmed pussy. The young man was worked out, he had sculpted abs, his seductive bubble butt with its inviting crack, and fine young dick and jiggly balls were encased in a black jockstrap. Each of them got in the bed opposite Paul in the center.

 Their hands stroked and caressed Paul’s pecs, they ran their hands over his torso. Then they jerked his cock and fondled his balls. The woman hollowed her mouth and took Paul’s cock in it. She licked it all over like the pro she was, leaving traces of her red lipstick on Paul’s long thick shaft, as the guy sucked on Paul’s balls. Then she took her mouth of Paul’s cock, the guy put it in his mouth, as she sucked his balls. He was as expert a cocksucker as the woman. He took his mouth of Paul’s cock, then he and the woman both had their heads at Paul’s cock, licking it all over simultaneously, their tongues occasionally flicking against each other’s.

 The grinning Paul smugly looked down on them as their high-priced devoted mouths worked on his cock. This was Paul’s sixth session with them. It never got old; how could it? They were mother and son. Such a taboo was profoundly arousing.

 They had orally gratified the now rock-hard Paul, the couple arranged themselves on their backs. The woman’s legs were spread, her wet pussy shone. Her son’s legs were raised, exposing his alluring pink clean smooth lubed up asshole.

 Paul fucked the woman; she was tight, her magical pussy excited the nerve endings of his cock. She sobbed and gasped with each thrust of his cock into her pussy. Her expressive eyes conveyed her intense pleasure at cumming from being fucked by Paul. She was a great fuck; she and her many customers knew it. Paul pulled out and began fucking her son. His face was contorted in ecstasy, he wailed with joy as Paul passionately fucked his ass. Paul was in the zone having his manhood embedded up this sexy young guy’s tight chute; he delighted in taking every inch of it deep in his insides. The guy let out staccato sighs as his dick shot off his load in his black jock, straining with his hard dick and full balls, the jock was visibly soiled with thick gobs of his translucent cum. Paul kept bucking his powerful hips until he roared, he was cumming in the son’s ass.

 Paul fixed himself another drink and smoked another Marlboro Red as the couple went to the bathroom. He lay back in bed, his dick was soft, and his balls had been drained. It had been another bout of this hottest kinkiest sex he’d grown accustomed to savoring. He never felt more like a man when fucking this mother and son whore team side by side. They emerged showered, dressed and glowing from this mutually satisfying extravaganza of great sex for profit, they left. Paul went to bed.

 Six months ago, Paul landed in Dayton for the first time. After checking into his room, he walked around, having never been there. He went into an upscale bar that wasn’t very crowded. He sat at the corner of the bar and ordered a drink. While he was sipping it, a sexy woman sat down next to him, a young guy down on the other side of him.

 “Good evening, looking for a good time?” said the woman in her appealing throaty voice.

 “I might be, but won’t your boyfriend be jealous?” chuckled Paul.

 “He’s my son, we’re a team, we work together” said the smiling woman.

 “Whoa! If that’s true, I’m not sure that’s my scene” said Paul.

 “Hey, man” said the young guy putting his hand on Paul’s crotch underneath the bar, “We’ll fucking rock your world in ways you didn’t know were possible” he whispered in his deep masculine voice as he stroked Paul’s hard cock and fondling his balls, “Oh yeah, I saw you, all cocky in your suit with your big dick swinging in it. I said to my mother, ‘This guy is the one for us tonight!’”

 “Here” said the woman going into her purse and pulling out some documents. There, on the bar was a birth certificate for Alexander Di Nardo, who was now age 19, his mother Denise Di Nardo was now age 35; the box for “father” was blank. The duo’s driver’s licenses attested to their identities.

 Paul took it all in. He’d paid hookers during his life; he’d been blown by guys a few times. Being a red-blooded and lusty man of the world, he was instantly turned on by this offbeat situation. Any possible doubts Paul had faded and were subsumed by the tantalizing way Alexander was stroking his cock under the bar, this kid was a pro. Paul looked at the kid’s face who was the same age as his son. He gazed at Alexander’s chiseled cheekbones, sensuous lips and pouty expression. Paul wanted this boy and his alluring mother.

 “Let’s do it” whispered Paul.

 “A thousand, cash” said Denise.

 They left the bar and stopped in the lobby of a nearby bank, Paul took out money from an ATM and gave it to Denise. They entered the lobby of the Marriott and went to Paul’s room. Denise pushed Paul into a wingchair. She and Alexander sunk to their knees. Denise undid Paul’s belt, unzipped his trousers and tugged down his trousers and boxer briefs. His massive erection and beefy balls were now on display for the mother and son whore duo. They had serviced many men for hire, they were drawn to Paul’s masculine magnetism and his exceptional penis.

 Denise took Paul’s cock in her mouth and sucked it like a pro. She took her mouth of it, Alexander put it his mouth. Paul sat back in fascination watching and feeling Alexander deepthroat his cock, then switching off with Denise. They were consumed with giving Paul pleasure. They all made eye contact. Paul fathomed the situation, not only was he getting blown by a gorgeous submissive young guy the same age as his son, but he was also getting done by the guy’s beautiful mother as well. This scenario was mind blowing for Paul; the cock wants what the cock wants.

 Denise and Alexander stopped mutally sucking Paul’s cock, they got up off their knees and went to the bathroom. They returned nude; Alexander’s hot body was sheathed only in a black jockstrap. Paul got out of his suit. Denise and Alexander were now in the bed with their legs spread. Denise’s wet pussy and Alexander’s lubed asshole were exposed and there for the taking by Paul.

 Paul rammed his cock into Denise’s slick pussy and fucked her. It was an electrifying fuck, she loudly came. Paul pulled his engorged cock dripping with his precum and her juices and shoved it into her son’s willing ass. Paul now discovered the joy of fucking tight boypussy. There was the incredible sensation of feeling Alexander’s inner membranes’ parting to take in his cock, then clamp around his cock. This friction was incredible.

 “Oh yeah! Fuck me!” yelled the flushed Alexander as he pushed his ass against Paul’s hard thrusting cock, craving it from this dominant man old enough to be his father. 

 Possessed by this unbelievability, Paul threw Alexander the most exciting fuck of Paul’s life.

“Huh! Huh! Huh!” grunted Alexander as his dick blasted off loads of cum in his jock.

 This sent Paul over the edge, he now shot off his load deep into Alexander’s anal canal. He pulled out, he and cock were totally spent. Denise and Alexander got up and went to the bathroom. They returned showered and dressed.

 “Here’s our card, see you again stud” said the beaming Alexander as they left. Paul poured another drink and smoked a Marlboro Red. He was dazed. He went to his meetings and returned to New York. Four weeks flew by. He texted Denise and Alexander. They came to his room again. Paul was more aggressive, he stood and facefucked the kneeling couple who had their mouths stretched out to receive his throbbing cock. Paul fucked them with gusto. When they were all finished, Denise and Alexander went to the bathroom to freshen up, they returned.

 “Wait” said Paul, “I have to know.”

 “What do you have to know?” said Denise.

 “About the two of you, what the fuck is all this with you two?” said Paul.

 “Oh, you want to socialize?” laughed Denise. “We have some time before our next appointment, it’ll cost you.”

 “Done.”

 “Get dressed” said Alexander.

 Paul put on some clothes. They took the elevator to the hotel’s roof top bar; Paul went to the ATM and gave Denise another $1000. They sat at a table and ordered drinks. Paul had Johnnie Walker Black on the rocks, Denise and Alexander had Grey Goose Dirty martinis. Paul lit up a Marlboro Red, Denise a Newport and Alexander a Nat Sherman. Denise and Alexander regaled Paul with the story of their lives.

Denise was born to and raised by an average Italian American family in suburban Clayton, Ohio. She got knocked up in high school by her Greek American boyfriend. Her parents went to meet her boyfriend’s restaurant-owning parents. They were given money for an abortion and told to fuck off. Abortion was out of the question according to her parents, the plan was for Denise to stay with relatives in another town, give birth and the baby would be put up for adoption. Instead, Denise skipped town and went to Dayton. She gave birth at women’s charity hospital. She saw a help wanted ad for dancing girls.

 “Honey, you’re gorgeous” said Stella, the blowsy older manager of the Avon Theatre, “The job is more than dancing, this is a whorehouse.”

 Girls danced a song onstage, then stripped. They mingled with customers, setting terms for a fuck session in one of the back rooms.

 Denise went to work as a whore at the Avon. She paid a neighbor in her dumpy apartment building to watch Alexander. A few years passed, the Avon was raided by the police and Stella was arrested. Denise was out of a job. She began working in hooker bars, going back to men’s hotel rooms. Sometimes she brought men back to her apartment. She serviced clients in the living room with Alexander around in the one-bedroom. He grew up knowing his mother was a whore.

 “His mother is a whore” heard Alexander in high school. “Yeah, my father fucked his mother” were many of things he heard male students say.

 Some of his mother’s clients paid extra to have Alexander watch them fuck his mother. There was another turning point for Alex.

 “Alex! Come here!” yelled Denise. Alex left his room and went to the living room.

 “Alex, I’ve got my period. Vincent wants to fuck you in my place, he’ll pay you. You’re 18, it’s up to you.”

 Alex was a virgin but knew he liked men; he’d been around so many. Watching his mother have sex for money had prematurely sexualized him. He knew that this was his destiny as well, that his place in the world was selling his mouth and ass to men who could it afford him.

 “Okay.”

 The dark-haired Vincent, a stocky mechanic in his 40s reached into the pocket of his overalls, he tossed a bunch of $20 bills on the coffee table. He sat on the couch; he undid his overalls.

 “Get to work, kid” he said stroking his big uncut hard cock, his substantial hairy balls flopped on the couch.

Alex got on his knees in between Vincent’s spread legs. Alex breathed in the sweaty man scents. He took his hands and played with his first dick and balls of another man, feeling the physical power of Vincent’s manhood. He’d seen his mother suck cock lots of times, he knew what to do. He opened his mouth wide; he began giving his first blowjob as his mother watched.

 “Denise, you raised a great cocksucker! He’s as good you as you!” said Vincent.

 “That’s my boy!” pridefully exclaimed Denise as she watched her son give head for the first time for money.

 “I was born for this!” thought Alex as he sucked Vincent’s dick. Sucking cock felt so good, feeling that twitching log of flesh in his mouth was thrilling and fulfilling, Alex’s own dick was so hard from providing pleasure to a man. He saw that Vincent’s cock gleamed with his spit and precum.

 “That’s great, kid, now I want to fuck you.”

 “Yes, sir” Alex said, getting up off his knees, Vincent groped his ass and fingered his hole.

 “Take Vincent to your room so he can break you in” said Denise handing Vincent a bottle of lube.

 “Take your clothes off, get in the bed on your hands and knees” commanded Vincent in Alex’s room. Alex’s felt his ass crack showered with lube. Vincent slapped his ass, then put the tip of his dick against his crack. Alex howled as Vincent began doggie-style penetration. It was in, Alex really was no longer a virgin. After getting used to getting fucked, Alex settled down and welcomed Vincent’s big cock splitting his insides open. He yelped when his dick shot off on his bed from Vincent fucking him. It was shattering when Alex felt the grunting Vincent’s cock spasm inside him, Alex felt the blasts of hot cum coursing through his innards. Vincent pulled his cock out and wiped it on towel.

 “You’re a hot piece of ass, kid. You’ll make plenty of money with your sweet mouth and terrific butt. I’ll put the word out to guys at the garage that you’re available.”

 “Thanks a lot.” Vincent left.

 Alex cleaned himself up, got dressed and went to the living room. Denise was sitting at the table smoking a Newport, she’d made two dirty Grey Goose martinis.

 “Congratulations, you’re a whore now, welcome to the life…” Alex lit a Nat Sherman, they drank their martinis and talked about Vincent’s sexual prowess and plans for Alex becoming a boy whore. Denise made another round of dirty martinis.

 Alex’s career began in earnest the next day, three guys from Vincent’s garage visited the apartment to partake of Alex’s services. Alex was young, sensual, fucked up and fuckable; he serviced the mechanics separately as each arrived. Alex was deferential and complimentary to each man in his place as a whore. Done with high school, he began turning tricks constantly. He was his mother’s son.

 “Alex sure is a busy boy now” said Lamar, a smoldering Black police officer who was in the living room, patting Alex on the ass. Lamar was in his 40’s and married with kids. He stopped by the apartment weekly for a free session with Denise. Alex had watched them having sex many times, he knew Lamar had a monster cock and was a hot fucker.  

 “Yeah, he just started out” said Denise.

 “I’ve seen him working at the bus station. It’s time I had a piece of him, I want the two of you do me” he said as he unzipped his blue uniform trousers and pulled out his stunning Big Black Cock and swaying balls.

 Denise and Alex looked into each other’s eyes; they had an intense bond. They dropped to their knees and began mutually slurping on Lamar’s mighty dingus and licking his balls.

 “Damn, Denise! Your boy sure sucks a good dick! Like mother, like son!”

 Eventually, mother and son bent over the couch for Lamar to fuck them side by side. They were noisy as they each reached a shattering orgasm from having their orifices pounded out by Lamar’s prize tool and his consummate fucking. Lamar blasted Alex’s ass with a steaming load of thick cum. Alex was dazed from taking his first Big Black Cock, this monumental experience was magnified by having communal sex with his mother.

 “I watched this boy grow up to become a great whore, like his mama” said Lamar, smoking a Newport and sipping Remy Martin.

 Inspired by this event, Denise came up with the angle that they should do guys together for a big rate. There were a lot of high-class pervs turned on by this taboo, they found such freaks all over.  

 It was now late June. Kirk, Paul’s 19-year-old son had completed his freshman year at Yale and would be interning that summer at a prestigious Manhattan law firm. He accompanied his father for his monthly Dayton work visit.

 Kirk was a chip off the old block. He was tall, muscular and handsome, he was also hung like his father. They were nude in Paul’s Marriott room, sipping Johnny Walker Black on the rocks. Paul puffed on a Marlboro Red, Kirk vaped on a JUUL. Their cocks were rock hard.

 On schedule, Denise and Alex arrived in Paul’s room, she put a heavy envelope in her purse.

 “Fucking awesome!” was Kirk’s response in the taxi from the Dayton airport when Paul informed him of the impending mutual sex session he’d arranged for them. Paul had raised his son to have no inhibitions, a man’s pleasure was paramount.

 Denise and Alex returned from the bathroom, she was nude, Alex was in a black jockstrap. They went to work. Denise was eager for Kirk’s fantastic young dick and happily began sucking it. Alex was drawn to the older dominant Paul’s paternal persona and rugged physicality, he descended to the floor and started sucking Paul’s cock. Mother and son simultaneously serviced father and son.

 Paul and Kirk sat back grinning at each other, their camaraderie was palpable as they got their cocks deepthroated together by these mother and son whores. “Thanks, Dad!” “My pleasure, son…”

 Kirk was so turned on by getting blown by a guy for the first time, and due to Alex’s youthful attractiveness and amazing oral talent, Kirk hollered as he came fast, shooting his thick load down Alex’s throat. Alex delighted in swallowing Kirk’s tangy boy juice.

 Denise and Alex got in the bed on their hands and knees. Paul swaggered over to them and fucked Denise’s pussy from behind, he pulled his cock out of her pussy and then fucked her son up the ass. Back and forth Paul went on fucking the bleating mother and son side by side. Paul’s intense fucking made each of them cum.

 “Dad, you’re on fire!” said Kirk who was playing with his cock, getting it hard again. He was fascinated and mesmerized at seeing what a cocksman his father was, he wanted to prove himself as a man to his father, he wanted his father to be proud of him.

 “Son, this is how it’s done! This is what they’re meant for!”

 Paul kept fucking until he came in Alex’s ass, he pulled out.

 The horned-up Kirk now strode over to the mother and son and rammed his thick large cock deep in Denise’s pussy. He was driven to show his father that he was his equal and brutally fucked Denise making her cum again. Kirk pulled his cock of Denise’s pussy and rammed it up her son’s ass that his father had seeded. Kirk was ecstatic fucking a tight boypussy for the first time. He piston fucked it, causing the gurgling Alex to shoot off another load of cum in his jockstrap. Kirk was panting, sweat glistened on his shredded body as he triumphantly bellowed, his cock spasmed, erupting inside Alex and flooding him with his thick hot load.

 “Son, you’re all man!” said the beaming Paul.

 Denise and Alex staggered to the bathroom. The nude flushed and glowing Paul and Kirk had another scotch and puffed on cigars. Denise and Alex emerged showered, refreshed and dressed. They left.

 Paul and Kirk showered, then went to the Pine Club for steaks. The next morning, they were at the Walnut Grove country club. Paul introduced his son to his fellow executives, and they all played golf. Then it was back to the Marriott for another session with Denise and Alex. Father and son flew back to New York afterward.

 Denise and Alex took a bus to another town, they got a hotel room. That night, Alex was alone at a working-class tavern, he took a seat at the bar next to two men. One was in his 50’s with silver hair, the other was in his 30’s with dark hair. They were both built, manly and handsome.

 “Would you gentlemen like to have some fun?” asked Alex.

 “Faggot, get the fuck out of here, you’re in the wrong place!” barked the younger guy.

 “Hey! This little pousti wants us” laughed the older man, grabbing Alex’s hand and putting it on his crotch, “You want this, pousti?”

 “I want it very much sir, I’m close by” said Alex.

 “Let’s go pousti” said the older man.

 “No way!” said the younger man.

 “It’ll do you good to fuck this pousti, you complain about that no-good wife of yours who hates to put out” said the older man.

 Alex got up; the two men followed him out of the tavern and a few blocks to the hotel. In the room, they each had a glass of wine and lit up Karella cigarettes. The men sat on the couch.

 “Beautiful, pousti!” yelled the older man as Alex took off his clothes and was in his black jockstrap, “Get on your knees where you belong and suck this poutsa” he roared waving around his big uncut hard cock.

 19-year-old Alex sunk to the floor between the older man’s legs and took his cock in his mouth.

 “Theos! This poutsi has some mouth on him!” hollered the old man as Alex deepthroated his cock. The younger man took out his large uncut cock. Alex was now taking turns sucking on both men’s meaty cocks and licking their heavy balls.

 “Get up poutsi, bend over the couch” ordered the older man.

 Alex rose and bent over the couch. Ignoring the bottle of lube on the coffee table, he spat a few times in his hand, slicked up his cock and spat once on Alex’s ass. He shoved his cock in Alex’s ass, Alex yelled from the initial pain which morphed into pleasure as the older man confidentially fucked him. The older man grunted as he came in Alex. The younger man spat in his hand and began powerfully fucking Alex. Alex was whimpering from joy as his dick shot off in his jock. The younger man came in him.

 The closet door opened.

 “Denise?! What the fuck?!” yelled the younger man as Denise was now standing in the room.

 “Long time no see, Alex. Did you enjoy fucking your son? Hello Nick, your grandson is some pousti, isn’t he?”

 “Oh God! No! No!” sobbed Alex I. “I am sorry for everything!”

 “Cut it out!” yelled Nick, “I told you 20 years ago, this crazy poutána was no good for you! She turned her son into a fucking pornos! That’s how sick she is! Forget about it! This boy is as sick as she he is, he is nothing to us, he is trash like his mother, good only to be used. Now, act like a man and pull yourself together! Put your poutsa away!” Alex I put his dick back in his pants. His father Nick grabbed him, and he hustled them out of the room.

 Alex took a shower and dressed in khakis and a light pink dress shirt. He looked boyishly appealing with his damp hair and cute face. Denise was wearing another of her elegant designer black dresses, her face was exquisitely made up. They went downstairs to the hotel bar. They sat at the bar and drank Grey Goose dirty martinis. When their drinks were nearly done, two good-looking medium-height suited buff Chinese American men in their mid-20’s came over to them.

 “God evening, I’m Steve Lao, and this is my younger brother Stuart, we’re staying here for the tech convention. We’ve been watching you; we’d like to buy you all another round” said Steve.

 “That would be delightful, I’m Denise, this is my son Alex” said Denise, “Join us.”

 Steve next to Alex and Stuart sat next to Denise, they all drank martinis.

 “Yeah, we noticed the resemblance, that you two are clearly mother and son” Stuart said to Denise, “You seem very close.”

 “We are baby, we’re very close,” said Denise as she slid her hand under the bar, putting it on Stuart’s crotch. She massaged his hard dick and plump balls through the fabric of his suit trousers. “We do everything together.”

 “Oh, yeah” moaned Stuart as Denise kneaded his cock under the bar, “We want the two of you together.”

 “So, Alex, how about after we finish our drinks, you and your mother come back to our room to fuck?” Steve said coolly.

 “That could be arranged” said Alex, licking his lips as he stared into Steve’s eyes, he slid his hand below the bar to grope Steve’s hard cock and large balls through the fabric of his suit trousers.

 Their martinis were all finished, each of the Lao brothers went to the ATM to pull out money, they each handed it to Denise. With the Lao’s hardons raging in their suits, the quartet went to the brothers’ room.

 The brothers sat in sat in wingchairs. Denise took the remote, turned on the television and set it to an 80’s music channel. The ensuing bacchanal was accompanied by the greatest hits of Prince, U2, Duran Duran, and other iconic groups. “Come on Eileen” got a lot of mileage.

 In addition to their sexual talents, Denise and Alex were consumed with showmanship. As classic songs played, they did a superb strip tease removing their clothing, tossing their garments aside. Denise was nude with her magnificent tits jiggling about and her enticing pussy visible. The lean and defined Alex was nude except for his junk shrouded in a black jockstrap. They continued to gyrate, performing dazzling dance moves as the 80’s tunes played on.

 The Lao brothers sat back in their wingchairs sipping Suntory Whisky, vaping on their JUULs, while their randy seven-inch erect prime young Asian dicks strained through their suit trousers, patiently awaiting the relief they had handsomely paid for. They were upper-class cosmopolitans who had fucked female and male whores together, they had discerned from the moment they saw Denise and Alex together, that a monumental experience awaited them.

 The nude Denise and Alex now gave the clothed brothers highly suggestive lap dances, grinding their orifices against the brothers’ sheathed erections. At just the right time, Denise unzipped Stuart’s trousers and Alex unzipped Steve’s trousers. Mother and son then descended to go down on the brothers.

 Denise and Alex expertly sucked Steve and Stuart’s cocks. At a certain point, Denise began seductively began undressing Stuart, and Alex did the same for Steve. The nude athletic brothers were enraptured by the physical attention they received from Denise and Alex. Mother and son while on their knees caressed the brother’s taut bodies while continuing to suck their cocks and lick their balls. Intuiting that the brothers were sufficiently aroused, Denise and Alex positioned themselves on the twin beds. Denise had her legs spread; her wet pussy was ready to be fucked. Alex had his legs raised with his lubed asshole ready to be fucked.

 Steve and Stuart then switched off voraciously fucking mother and son. Numerous thunderous orgasms were had by the quartet. The exhilarated and satisifed nude spent Lao brothers were back in wingchairs sipping Suntory and vaping as Denise and Alex showered, they returned dressed and left. They went back to their hotel room, disrobed and got into their queen-sized bed together. It had been a long day and they slept soundly before their morning bus ride back to Dayton.  

“Yo, when are you gonna get here?” I asked.

I was twenty-two, about to head into my final year of college in the fall but I was home for the summer, and that meant getting my honey-brown bootyhole dug the fuck out by all the sexy men in my area. My parents had just left home for the outlet mall, which meant a good hour or more driving each way. That gave me plenty of time to arrange a hookup.

“I just got off work, so gotta head home and shower first,” Jacobi replied.

Jacobi was a sexy light-skin who worked in a mechanic shop, which meant sweat, grease and grime. It was worth it to wait for him, however. He had good dick. Just remembering how he’d beat my guts out in his grandmother’s basement over winter break had my dick on brick.

“Aight, bet! Come around the back. I’ll leave the door leading to the pool deck open.”

I had already cleaned myself out, and slipped into my orange-and-gray jockstrap that perfectly showed off my smooth firm bubble butt. I sprawled myself over the couch and turned the channel to my favorite reruns. Before I knew it I was out like a light.

After some time I stirred to consciousness, feeling hands groping and massaging my ass. I smiled, moaned and gyrated. Jacobi purred and pulled my buns apart. I hiked my ass up and moaned, my eyes shooting wide open as his hot wet tongue sank deep.

“Ah shit! Damn! You got better at this,” I noted, gnawing on my knuckle and pushing my asshole back on his face.

“Mmmmm hm!” he moaned.

Damn, his voice was deeper too. I loved it though, as those base vibrations rumbled through my body, and made my dick throb and ooze precum that soaked the front of my jockstrap.

“Ohhhh fuck yeah! Ooooh fuck, baby! Get that fucking hole wet for that dick!” I whimpered.

“Mmmmmm hmmmmm!” he moaned again, those deep vibrations reverberating up through my asshole, balls and dick; up my spine and into my brain.

“Damn! Ah fuck!” I cried.

My asshole was spazzing, and I needed him to put that big-ass dick in me. I reached back and felt the bulge.

“Get that dick out,” I growled, groping his big hard dick blindly.

He whipped it out and I gripped the thick throbbing meat. His dick seemed to have gotten bigger too, but so much the better. I needed to get dug out and fucked wide open. It was already slimy with precum and I guided that pulsing knob to my hole.

“Damn, nigga!” he moaned, sliding up inside me.

“Ooooh fuck!” I gasped.

That was just what I needed. His long thick dick filled me. It stretched my asshole, and I felt every fucking inch burrow into my guts, warm and throbbing. His hairy bull-balls pressed up against my taint and Jacobi started fucking.

“Oh shit! Ooooooh shit!” I hissed, my eyes wide.

That dick was good! So fucking good! Jacobi clearly had been gaining experience. I pushed my ass back and up, and he leaned in over me as he started to pound me.

“Ugh! Ugh! Urgh! Uugh! Yes! Yes! Yes! Damn! Fuck me, baby! Fuck me!” I gasped.

“Mmm hm! Deep as fuck too! Sweet ass pussy!”

His voice was so deep, and I wondered when it had gotten like that, but fuck, it felt so good vibrating through my head and chest. He rested his face against mine as he pounded me harder, his balls smacking my taint, and I realized he was wearing a face mask.

“Why do you have a mask on?” I asked, expecting to see some cloth pandemic mask but instead, I saw a full ski mask, and I realized the man fucking me was not Jacobi.

“What the fuck?! Who the hell are you?!”

“Chill, bro! I’m the man that’s making your pussy feel good, ain’t I?” he purred with a bright smile.

I could not deny that he was making my asshole feel damned good, as he had not stopped fucking me, despite having been found out. He dug that big dick balls-deep and churned it around, and my eyes slipped back in my head.

“Ooooooooh shit!” I growled, my asshole going wild on his dick. “Fuck me, baby! Fuck me!”

“Mmmm hm! That’s what I thought,” the stranger said, beating my guts out just how I liked it.

I was going crazy in my head. This man was fucking me so well but I had no clue who he was. A small part of me wanted to buck him off and beat him up. However, all the rest of my brain was loving how he was dicking me down, and I truly did not want him to stop.

“Push that pussy back on my dick,” he commanded, in that deep reverberating voice.

“Ohmygodyes! Yes!” I wheezed, slapping my ass back on his pelvis each time he drove that big-ass dick into my guts, over and over again, making my whole body tingle.

“OhmygodOhmygod! Bust that nut in me!” I yelled.

“Yeah? Oh fuck! Ooooh fuuuuck! I’m gonna cum!” he hummed. “Oh fuck I’m gonna fucking cuuuuuum! Ooooooh fuuuuck! Mmmmmmmmm! Mmmmmmrrrmmmmmmmm!”

“Yes! Yes! Yes!” I hissed.

This total stranger was breeding me, balls-deep. His dick was pulsing hard and his balls were pumping, pressed up against my taint. He pressed his face against mine, forcing my head into the cushion as he finished cumming.

“Shit! You got some good fucking ass!”

“Yeah, and you got some good fucking dick! Better than the guy I was expecting to come through and fuck me, to be honest.”

“Oh yeah? So that’s why you’re dressed so sexy?”

“Basically. So, what now? What did you break into my house to do?”

“I’m not gonna hurt you. I was casing your neighborhood and realized your back door was open so I came in and found you asleep. I just couldn’t resist your sweet ass, and when you didn’t act like I was unexpected. . .”

“Oh, cool, I guess. So, are you still gonna rob me?”

“Hell nah! I came for your valuables but you just gave me something even better,” he smiled.

He did have a sexy-ass smile, even if the rest of his face was covered. His dick was still rock-hard too, and my asshole was still hungry.

“Take your shirt off! Get naked. You can keep the mask on. I like this kinky shit.”

“Now you’re talking my language,” he grinned and stripped.

Fuck yeah! He had a great tight-and-toned athletic physique, just like I had expected. I pulled my knees up to my chest, exposing my winking cum-filled hole.

“Fuck yeah!” he sighed, sliding that big dick back inside me.

We both moaned as he bottomed out in my guts, then paused; both of us savoring the moment. He opened his eyes again and locked his gaze with mine as he began to fuck me all over again.

“Shit!” I gasped.

That dick was just so good. I bit my lip and looked up into his eyes, nodding my approval of his deep strokes. Then, he leaned in and kissed me. I hadn’t expected it, but then again, I hadn’t expected to be fucked by a home invader either. I kissed him right back, swapping spit with the stranger pounding my guts out as he picked up the pace until my asshole was quivering.

“Mmmm! Mmmph! Mmrmph!” I whimpered, my mouth stuffed with his tongue.

It was all too much. The pleasure was overwhelming. His abs pressed down on my fabric-covered dick and balls, rubbing on them as he plowed into me. My hard dick lurched and before I knew it, I was about to cum.

“Mmmmmmmmmmmrrrrmph!”

“Mmmmm hm!” he moaned, keeping up the heavy ass-pounding even as my dick erupted and completely soaked my jockstrap; warm creamy nut drooling out around my hole and his plunging dick.

“Ah shit, nigga! Arh shit! I’m about to nut again!”

“Yes! Cum inside me! Don’t you dare pull out!”

“Fuck! Auuuuuuuuugghhhhhhh! Mmmmmmmmmmmm! Fuck!”

I gasped, clenching my eyes shut, relishing his big long thick dick pumping me full with another heavy load. I could feel it filling me up. I could feel the weight of all that cum resting deep in my ass, and I loved it. He slowly pulled out and sat up on the couch.

“Damn! I could fuck your ass all day,” he chuckled.

“I’d like that too but I only got so much time before my folks get back.”

“And the other nigga comes over to fuck your ass,” he reminded.

“Oh shit, right! I forgot about him!” I realized, embarrassed.

“Don’t worry about it. My dick has that effect. What’s your name?”

“Clyde, and you?”

“Tyrell. I hope this isn’t awkward but. . .can we exchange numbers? I’d like to fuck you again. Your ass is amazing.”

“Sure, why not? I definitely want some more of that dick, so long as you don’t rob me or my neighbors. Can you promise that?”

“Aight! Your whole neighborhood is officially off my thief radar,” he smiled, then pulled out his phone.

We exchanged numbers and I walked Tyrell out the back door, where he jumped the fence just like he had on his way in. I got the couch cleaned up, farted out the excess cum and pulled on a fresh jockstrap. I had just made myself a vodka and juice, when Jacobi walked in.

“Damn, Clyde! You’re all ready for me!” he grinned.

“Hell yeah! Let’s go to the den.”

I was face-down and ass-up, Jacobi’s face between my buns as he ate me. He was good too, drilling that tongue deep and sucking on my well-used anal lips.

“Shit! Your hole tastes sweet,” he noted, smacking me on the ass before he aimed his fat caramel dick to my hole and pushed inside.

He sank in easily–which was expected considering how well Tyrell had stretched me–and his dick filled the space. Jacobi held my waist and sawed his thick dick back and forth through me.

“Damn! Your hole is so fucking wet! Some other nigga been up in this ass?”

“Yeah, and he bred me twice,” I admitted. “Does that upset you?”

“Not at all! I know you’re a slut,” he chuckled. “Plus, there’s nothing better than some good sloppy seconds.”

Jacobi began to fuck me in earnest, pulling me back on his thrusts, and making my asshole quiver. I arched my back, relishing his hard dick pounding my guts. Then, Jacobi pulled me into the spoon position (his favorite), hoisted my leg in the air and pushed that dick all the way inside of me, his balls pressed up against my taint.

“Fuck yeah! Damn! Love your cum-filled ass!” he moaned, then stuffed my mouth with his tongue.

I sucked on it and moaned my pleasure as he resumed his balls-deep shafting. My asshole squelched as Tyrell’s remnant cum coated Jacobi’s dick, turning me on even more and making my hard dick strain against the fabric of my jockstrap.

This story is a work of fiction. It involves non consensual acts of sex between multiple partners. If, non consensual acts of sex, bothers you then please move on to another story.

---

It was over 100 degrees out. I just got home from work and grabbed a light supper. It was too hot for anything too heavy so I just had a salad.

After my shower I was relaxing at my computer with a nice cold beer. I heard my email ding telling me I had a new message. I opened it up and was shocked when I looked at the attachment. It was a picture of me at a local park kneeling with hard cock in my mouth.

Then another message came through. This one just said “Be at the same place tonight at 9 or that picture will forward to all of your contacts”. “Don’t wear anything but shoes and loose shorts, no underwear”.

I couldn’t figure out how anyone had gotten this picture or how they knew who I was to be sending me this message.

I just sat there wondering what I should do, like I had any choices in the matter.

It was almost 9 and I was slowly walking along the trail I had taken before where the picture had been taken. I saw someone coming from the opposite direction towards me. As we drew closer he stopped and told me to follow him.

As we walked further along he guided me onto a partially hidden trail. As soon as we were hidden from view he told me to take off my shorts and hang them on a bush. He told me this was to signal anyone else that we were back there.

Then he pushed me to my knees as he pulled out his cock. “Suck it” he told me and pulled my head into his crotch forcing himself into my mouth. Good boy he told as he started working my head up and down no his cock while it hardened in my mouth.

It wasn’t long before I heard footsteps coming into this hidden area. The new guy said, “So he showed up!” Then I felt him pulling me up so I was bent over sucking the first cock and I felt him start rubbing a finger with lube on it into my ass.

I tried to pull off the cock in my mouth to tell him no but was held tight. I then felt a second finger enter me. I have never had anything in my ass before this and was very uncomfortable with what was happening to me.

The first guy was calling me a faggot cock sucker and that pretty soon I would be fucked hard at both ends. Then I felt it, a hard cock pushing into my ass. I tried to scream but couldn’t because of the cock in my mouth.

They both fucked me for what seemed a very long time when in reality was probably no more than 5 minutes or so before filling me with their hot cum.

Once they were finished they pulled up their pants and led me to a fallen tree. They wasted no time tying me to it so I could be used at both ends easily. The first guy told the second one to send out the pictures and my location.

They blind folded me and as they were leaving me like this one of them told me that someone would eventually find me and let me go. Then they walked away laughing.

It wasn’t long before I heard voices and footsteps approaching me. Suddenly I felt hands on my ass and someone stepped around in front of me. He already had his cock out and was telling me to suck him and that he better not feel any teeth.

As he was forcing his cock into my throat I felt another cock pushing into my ass. This one didn’t hurt; it actually began to feel real good. This guy was telling the one fucking my throat that my hole was still tight but he could tell I had already been fucked because of all the cum in it.

When the cock in my ass filled me with a second load the other guy pulled out of my mouth and then just slammed his cock into my ass balls deep. As I was getting fucked again saw the other one taking pictures.

He then said that he had posted them to show I was really here taking cocks.

When they finished with me I asked them to let me go but they said no, it wasn’t time yet, and walked away, I was left like this for a while now and tried to think of a way out of this.

Then I heard footsteps again and heard clothes be removed. Now I had another cock in my mouth and felt it getting hard. Once I had sucked this cock into hardness it was pushed against my ass to fuck me again.

As I was being roughly fucked I felt another cock against my lips. Opening my mouth for this new cock the one in my ass exploded deep inside me. This felt like the biggest load ever and my ass was soon dripping cum out of it.

As this cock pulled out I heard him tell someone that I was all his. Then another cock pushed into me. By now I was not feeling any pain from all the cocks fucking me and actually felt empty when they pulled out of me.

Once again I was left alone still tied to that tree open and vulnerable.

I wasn’t left alone for long though as I soon heard voices. I heard someone telling someone else that they were sure I was around here somewhere because they saw my shorts where they were told they would be.

Then I heard them again. “See I told you this was the right place, there he is.”

The other guy told him to go ahead then and sent out the message with the GPS location to their friends. And once again I was being filled with hard cocks and cum.

This went on for several hours before someone finally released me.

When I got home it was almost daylight and I had a new message on my computer. All it said was. “Same time, same place Saturday!” And there were so many pictures of me being fucked at both ends I felt I had no choice but to comply.

I was surprised and confused when his cock was roughly shoved into my mouth. I’d told him I was not very experienced. He said he didn’t care. I was his little cock slut and I better act like it. For some reason I just took it and started sucking. Wanting to please him. But why? It doesn’t make any sense. 

He was just a a friend from high school. We met again at our 20th reunion. We chatted. We were single. We were both divorced and living alone. “I’ve never been very good with women.” He said. I nodded in agreement. The next thing I know we are in his car heading to his house for drinks. His hand is on my shoulder. Then he slips it behind my neck. My mind is racing, thinking he might try to shove my face into his lap. I was shaking. But I was hard. This was all new to me.

At his home he made us a couple of whiskey sours. He kept looking me over, wondering how to make his move on me. I was feeling like a sheep being led to slaughter. He could tell. “I’m glad you are nervous. I like it that way. I had kids sucking me off way back in junior year. All the little twinks. Like you.”

I almost dropped my drink. I could feel my hands shaking. I felt like I should try to get out of this spot I put myself in.  This was getting really scary. “I’m not very experienced at all at any of this.” 

“Don’t worry. I’ve got plans for you. You just do whatever I tell you, and you’ll like it. You’ll do whatever I tell you, won’t you?”

I took a long, deep gulp of the whiskey. I shyly nodded.

He walked to me, took me by the arm and led me back into the house. “I always thought you’d make a good little fuck toy for me.”

The bedroom door closed with a thud. The realization this was actually going to happen sank in. “Take off all your clothes, twink.” I slowly undressed. I was embarrassed that my cock was fully erect. He didn’t seem to notice, or care. When I was naked, standing in the middle of the bedroom with my hands over my front, I realized he was naked too. Bur he was buckling on a leather harness of some sorts, making him look like an ancient gladiator. He was big, hairy, and very manly looking. He must go to the gym twice a day. I’ve never worked out except when I walk a golf course. When he had his chest harness tightened, he pulled on a black leather jock strap, tucking his massive cock and balls into it. “Sit on the bed, twink.”

I was outfitted with a spiked dog collar and leather wrist cuffs. He handed me a pair of what looked like girl’s panties. Pink and lacey. “Put those fucking on, twink.” I felt like I was in some sort of crazy dream. He had a spell over me. I looked at the panties, wondering how this all made any sense. “I’m a little too old to be wearing girl’s panties.” I said. “I don’t care about that, I’m still thinking about you in high school. How cute you would have been in something like those back then. So, you’re going to wear them.”

I obeyed.

“Good girl.”

He took some pictures of me sitting there on the bed, half naked, collared, cuffed and wearing pink panties. He took a lot of them. I felt like I was going to pass out from embarrassment. He was rubbing the cock pouch as he walked around me. “I’m glad you decided to come home with me. I always liked you in school. You know, like a twink.”

It was time. He had two paddle locks. One securing my hands together in front of me, and the other clipped to a ring on the front of the collar holding my hands up under my chin. He leaned in real close and kissed me on the cheek. “You’re going to suck my cock like a good girl. Then I’m I’m going to fuck the shit out of you, like you deserve.” I was frozen, but strangely excited. My cock was still hard. The cuffs were tight and made me feel so vulnerable, but safe. The panties felt nice. Smooth, silky and tightly wrapped around my rising cock. I’d never tried wearing girl’s underwear before. I told myself I must try it sometime again after this was all over. He was nodding like he wanted me to nod back in agreement. I did. What the fuck?

“Good girl.”

Before he put himself on me, making me his cock slut, he told me I needed to be prepared properly for being his girl. He had a rubbery cock cage with a little paddle lock. He forced my hard cock into it telling me I wasn’t going to need it for a long while. I’ve never had another mans hands on me. And certainly not like this. I wasn’t sure if I liked it or not. But I let it happen. Well, I was cuffed and naked. So, what was I really going to do now? I cried out when he snapped the ring around the bottom of my balls, holding everything tightly together. My cock was smaller now, tightly encased in the rubber cage. The ring around my balls was tight, holding everything securely. My skin was squeezing out of the narrow slots in the cage. It hurt. He said it would relax soon, and fit inside better. But I wasn’t so sure. Next was a large black rubber butt plug. He said this was a must for a twink like me. And when I say large, I mean the fat part of the plug was as big as a golf ball. A long pointy end and a narrow sleeve with a wide flange to keep it from going all the way up inside. He lubed it up and shoved a slippery finger in my ass. “Get used to this, twink.”

My cock and balls were wrapped up tight in the cock cage. The tight little pink panties were back in place, holding everything in nicely. But the butt plug! Fuck!. I didn’t realize how much I felt it up inside me when he first shoved it in. But now every time I would even blink, I could feel it. It was moving stuff around up inside me like I’d never felt before.

My cock was struggling to escape the cage. His hands were on my face as he continued kissing me. I was his twink, his bitch, his little slut. I felt like it too. How was I to feel any different? There I was. Fuck!

Now was the time. I was surprised when he placed my face in his lap. He was sitting up at the head of the bed. I was on my hands and knees in front of him. The pouch popped open and out came his cock. It had been waiting impatiently for this moment. I guess I was too. It looked angry. His hand was on the top of my head, and the other holding his long hairy cock in my face. “Go ahead. make my day, twink.”

I almost laughed. But instead my lips parted and in it went. I wasn’t sure what to do, but I figured it out rather quickly of course. I did my best to suck as hard as possible. The butt plug was a distraction. So was my tightly bound cock and balls. But the butt plug was too much. It wiggled and pushed and touched places I’ve never felt before. It was crazy. Back to work, though. He was moaning and ordering me to suck even harder. His warm, sweaty cock was salty at first. Then only the taste of his manly hairy skin and my own saliva. Wet and slippery. I bobbed my head up and down as he pulled my hair and told me I was a shitty cock sucker. I worked harder. The butt plug distracted me again. It felt like it was getting shoved in deeper every time I moved. How did this huge thing fit in there? I went back to work. He had me right where he wanted me. “I’d like this to last all night long, my little slut.” I wanted to last too. 

But it didn’t take long. A thrust, a gasp, and a load in my mouth. Just like that! His grasp on my head tightened. Pulling my hair and holding my head in place so I couldn’t pull away. I swallowed some. It was ok. I was surprised. I finished. More swallowing. More sucking. I wanted it all. I suppose I always wanted it all. A man to dominate me. A cock to suck. A load to swallow. Who knew? 

“That was pretty good for a twink.” I was gasping for air, trying to catch my breath. “Thank you, Sir.”

After a shower and another drink he put me in a pink nighty and a bra matching the panties. The cuffs were gone but the collar remained. So did the cage and naughty butt plug. He had pushed it, playing with it in my ass when we showered. He kissed me a lot, grabbing my tits and calling me his little slut. 

There was a chain coming from under the pillows at the head of the bed with a paddle lock on it. He attached the lock to my collar, chaining me to the bed. Otherwise I was free to be rolled around and positioned in most every kinky, gay sort of sex, way. He began by tit fucking me with the bra cups wrapped around his again, very hard fuck tool.

“This bra once belonged to my sister, Beth. Remember her?” I nodded. “I’ll bet you do. She was cute, and a slut. All the boys fucked her. All except you. Because you’re a twink.” Suddenly I felt worthless and ashamed.

He continued to move forward and back, stroking himself with the pink bra wrapped tightly around his cock. The tip was sliding in and out closer to my face, then back. If he came now, I’d get a good juicy load in my face. “put your hands on it, slut.”

My fingers wrapped around his cock wrapped up in the bra. “It’s almost like having her here to play with isn’t it, slut? Having my sister here in her pretty pink clothes? Fucking her?”

Just then he blew load number two. And as I feared, all over my chest and in my face. But as I was jerking him off in my face, all I could think about was his sister wearing the bra I had in my hands. I licked the cum from my lips. He gave my cheek a gentle slap. “Good girl.”

part 2

Getting fucked like a pig

Coming soon

Frat Initiation 

By Victor

“Don’t you look sexy as fuck,” Jack teased Riley.

Riley looked at him with a very irritated, serious expression, a sneer on his red lipsticked lips. “Fuck you, Jack.”

“Hey, hey, hey now. Is that anyway to talk to your man, sweetheart?” he asked defensively but also taunting him.

“Don’t call me sweetheart,” Riley snarled. He knew he shouldn’t insult Jack when his chances of joining the frat was held in Jack’s hands. Riley was scared at first that he was assigned to the president of the frat to be his ‘Big Brother,’ the nick name given to each pledges mentor, while the pledges were known as “Little Brothers.”

When he saw how upset Riley was, Jack snapped out of his authoritarian role as president of the frat and back to his “big brother” role to console him. “Riley, dude, it’s just one night. It happens every year. Hell, even I had to do it. It’s just part of the frat initiation.”

Riley scoffed, “You mean hazing.”

“Call it what you want. It’s just a few more hours.”

“Everyone keeps smacking me on the ass and calling me slut, or bitch. I hate it,” Riley said almost whining.

Riley still looked pissed and irritated. Jack sighed and said, “Bro, all you have to do is serve drinks to all those assholes and do what you’re told. Then you can change.”

Riley stood there looking at him, pouting. He crossed his muscular arms over his muscular chest. When he did that he heard a seam rip somewhere. The dress was skintight on his jacked frame, and without a lot of stretch. He rolled his eyes. “This fucking cheap dress better not fall apart on me,” I mumbled angerly.

Jack laughed and patted him on the shoulder. “If your body wasn’t so jacked it wouldn’t rip. If it’s any consolation, you look really good. How you can make a slutty maid outfit still look masculine and feminine at the same time is a mystery.”

Riley snapped his head to looked at him with a warm feeling inside. Riley didn’t know why but he always got a tingly feeling up his spine whenever Jack complimented him. For some reason, he wanted to make Jack proud. He was Riley’s superior and he responded well to authority figures.

“I don’t feel very masculine,” Riley mumbled looking down at his dress, but absent mindedly running his hands over the slick material over his carved abs.

“Those fishnets actually make your legs look more muscular,” Jack said with another reassuring tone and sincerity, but hitting on the boy’s good attributes to calm him. He knew Riley was narcissistic and loved his body. “The whole outfit makes you look more muscular.”

Riley didn’t want to admit it but earlier when he was sliding the fishnets on, he spent a little too much time in front of the full-length mirror admiring his ass and legs. Jack was right, they did make Riley’s legs look incredible but has ass, damn. He had a sizable muscular ass thanks to hours of squats over the years and playing football. The netting was stretched wider over his ass, but the outline made it look more curvy and full.

Riley cleared my throat after he looked up at him. “You… you think so?”

Jack grinned that huge, white, toothy smile he’s know for. “I just said they look good on you.”

Riley cracked a smile. “So, you do like them?” he said meekly which is NOT his usual way of speaking to anyone. He’s anything but quiet and meek but around Jack, he turned into a little bitch. Appropriate given what Riley was wearing.

Standing next to him always made Riley feel small even though he’s probably more muscular than anyone in the house. Jack was three-inches taller, but his alpha energy dwarfed my Riley’s when Jack was around. He was just such a man’s man, masculine and rough even though he was so handsome. “Ugh, there I go again,” Riley thought to himself. “I keep noticing how handsome he is.” Riley had never done anything with a guy but sometimes, he thought about it with Jack. Riley sometimes could hear him fuck girls through the thin walls of the house and Riley always want to be that girl so he could experience what she is experiencing, being dominated, and even fucked by a real man. Riley played the tough guy football player but when he was alone, when he was jacking off, sometimes he fingered himself when he thought about Jack. He didn’t know why. He hit the button inside or him and cum buckets. He didn’t think he was attracted to dudes in high school. Of course, he recognized an attractive dude, but he didn’t recall wanted to bone one. Although, there was the wet dream he had about his high school football coach. The man was attractive, just out of college a year or so. He was young, in insane shape and always touched Riley when he spoke to him, a hand on his shoulder or on the small or his back. He was alpha as fuck, and he could put you in your place with one look. But with Riley, he’d always had nice to things to say, always taking time to talk to him, giving him pep talks before games. He was like a big brother figure to Riley, and the kid just wanted to make him proud. Riley envied him and loved being in his presence. And, of course, he was enamored with the man’s physique which make Riley hit the weights very hard, modeling his body after his coach’s.

Riley realized he was starting to see a pattern: authority figures, alpha, muscular, athletic, and attractive men have an effect on him.

“Riley, I like them on you,” Jack said quietly, reassuring the kid. “Not that it should matter what I think,” he said with a smile. “Unless it does matter to you?” he asked with a gleam in his eye, a half smirk, never dropping eye contact.

Riley was quiet for a few seconds. “Of course, it matters to me. You’re the fucking man, Jack. You’re my ‘big brother’ AND you’re the president. I don’t want to wash out during hell week.” Riley was sincere. He was always paranoid he was going to fuck up and get kicked out.

“So far, you’re doing the best out of any pledge here. But then I wouldn’t expect anything less from any ‘little brother’ of mine. You’re smart as hell, you’re funny, you’re a stud, Riley. I picked you for a reason. You make me look good. So far you haven’t embarrassed me. You won’t get kicked out unless you do something really fucked up,” he finished laughing.

Riley suddenly became self-conscious. “Like… like what?”

Jack shrugged his big powerful shoulders. “Disobeying me,” he said deadpan. “Do what I say, you’ll be fine.” He put his hand on Riley’s shoulder and massaged it lightly. “Trust me, you can do no wrong in my eyes.”

Riley nodded. “Cool, cool. Well, I hope I don’t embarrass you tonight, bro,” he said adjusting his stockings, straightening the seam on his developed hamstring.

Jack watched him intently and then chuckled when Riley looked up. “Believe it or not, Little Brother. You look the best out of any dude here dressed like a French maid. You’ll make me proud just walking around,” he laughed slapping him on the back. “Bro, I’m ok saying that you really do look hot. I’d smash you,” he said deadpan and then laughed again with a wink.

A bolt of electricity shot up Riley’s spine and his cock twitched. He blushed and looked down embarrassed. Then Jack said the strangest thing to him.

“Are you wearing the panties?” he leaned in and asked quietly.

Riley raised an eyebrow in confusion, then he absentmindedly reached back under his dress and and felt the part of the thong strap that emerged from the top of his ass. Earlier when he was getting dressed, there was a separate bag with a black lace thong. He was horrified as he stood there and looked at it, a pit in his stomach. But when he reluctantly slipped it on and looked at his ass in the mirror, he was very pleased with what he saw. Two plump, round cheeks connected to powerful hamstrings.

“Uh… yeah,” Riley replied embarrassed.

Jack recoiled in surprise. “You are? Good boy.”

Riley liked Jack calling him a good boy even though the last thing he looked like was a boy. Riley looked at him confused. “I thought it was part of the costume. Why wouldn’t I?”

Jack leaned to the side and looked back at Riley’s ass. The he leaned back and grinned. “Sorry, it was a test. None of the other newbies are wearing them.”

Riley’s heart sank. “What?” he stated sternly. “Are you fucking kidding me?”

Jack laughed. “It wasn’t required. I did it to see if you would do it. It was a test of your loyalty to me. I wanted you out of your comfort zone,” he said in a congratulatory manner squeezing Riley’s shoulder and leaving it there with a firm hold.

“Jack,” Riley looked at him with a mixture of irritation and pride that he had passed the test. He shook his head and started to jokingly insult, “Jack, I swear…”

“Uh, uh, uh,” Jack said wagging his finger. “Careful what you say to me, Little Brother.” That made the kid shut up immediately. He couldn’t afford to get kicked out of this frat. Three generations of Riley’s family belonged to this frat. He had to keep the tradition going. “I can make you wear that outfit all night,” Jack said. “Or all week,” he added with a wink.

Riley rolled his eyes and pouted again. But he thought Jack was sexy when he winked. And then once again, Jack did something totally unpredictable. He reached down around the back of Riley’s dress and lifted it up exposing his fishnet clad ass. Riley looked back at him in shock. “What…”

Then Jack whistled. “Whoa, damn,” he said quietly. Riley was frozen. He didn’t know what to do or say. Jack continued, “Look at those cakes, bro. I swear you fill out stockings better than any girl I know.”

Riley was so stunned. “What do you say to that?” he thought. Was Jack flirting with him? Did Jack bat for both teams? Riley’s heart pounded suddenly. He was having flashbacks to his thoughts about having sex with him. Being under him, taking his cock, the big man breeding him.

“And you shaved your legs?” Jack asked with a smirk.

Riley wasn’t sure if he was in trouble for going above and beyond but he wanted Jack to approve of his effort. “Well, yeah. I shaved everything. I didn’t think it would look good to have hairy legs with stockings.”

Jack was getting more and more excited. He leaned in and quietly asked, “How are the heels? Do they hurt your feet?” he asked with concern as he look down at Riley’s 4-inch high, shiny, black, patent leather stilettoes.

Riley looked down and shrugged. “Not right now they don’t. We’ll see.”

“Did you practice walking in them or something? I’ve been watching all night and you seem like a natural.”

Riley was so uncomfortable talking about this with another dude. He hesitated because he didn’t want to answer the truth, but he had to. He and Jack have a “no lying” rule.

“Yeah. I wore them in my room for a week. I walked around in circles, back and forth and…” Riley paused again. His face was flushed with embarrassment. But he had to tell him the truth. “I watched some YouTube tutorial videos made by drag queens. It was actually very helpful.”

“No shit?” Jack said with a grin. “Little Brother, you went all out! I like that.” Jack place his hand on the back of Riley’s neck and squeezed lightly. In a serious tone he said, “You take orders well.”

Riley swallowed and then shrugged. “I don’t do anything half-assed. I always go one-hundred-percent.” It sounded like bragging, but it was true. “I want to make you look good. What I do and look like reflects on you.”

“Wow,” Jack said quietly, still staring at Riley’s blue eyes, Jack’s eyes occasionally flickered down to Riley’s biceps and then back to his eyes. He made no effort to hide what he was doing. Riley felt special and felt closer to the frat president.

Then Riley remembered something that would make Jack even more proud. “Oh, and my makeup,” he added. “I did it myself.”

Jack’s jaw dropped. “Really? You did this yourself?” He reached up and lightly ran the side of his index finger knuckle along the boy’s cheek. “Looks so good! I thought maybe you had a girl do your makeup.”

Riley shook my head. “No way, bro. I don’t want some chic watching me put on makeup. I watched YouTube videos. There’s this influencer kid, some flaming pretty boy who wears makeup all the time even in fucking high school! Anyway, he’s fucking good. So, I just did what he said to do.”

“Now, YOU’RE the pretty boy,” Jack laughed. “But not flaming… which I like,” he said with a wink. He smirked. “Did you do all this for me? The panties, the high-heel tutorials, the makeup?”

Riley didn’t even have to think about it. “Of course. That’s my job.” When he said that, he could swear he saw Jack shiver.

“That makes me happy, Riley. I think you’re the best Little Brother I’ve had since I’ve been here.” Jack said with a serious look.

“Thanks, Jack. I feel honored to be yours.” Riley paused realizing what he just said. He quickly added, “Your Little Brother, I mean.” To that Jack smirked again, gave him a pat on the cheek and winked.

“By the way, the red lipstick… looks hot,” Jack added in a sultry voice. Riley was having all kinds of foreign sensations from the flirty compliments. It confused him but at the same time excited him. “Am I crushing on a dude?” he asked himself.

“You better get back out there,” Jack said. “I don’t want anyone to think you’re a pussy for hiding out.”

“Yeah. I get it. See you out there.”

Jack watched the pledge walk away, impressed with Riley’s big, wide back and bulbous shoulders. The kid’s muscular body navigating perfectly in high heels, a little sway to the boy’s muscle ass. The dress just barely covering the bottom of his ass cheeks. But the fishnet stockings turned Jack on the most. They made the kid’s legs look so fucking sexy and that seam running down the back followed the lines of his legs and also looked so slutty on him.  It made Jack’s dick hard. Since day one he knew Riley was the one. From the second they met; Riley had that look of worship in his eyes that Jack craved. He hung on Jack’s every word and the boy’s eyes tended to linger, scanning Jack’s six-foot-four, muscular body. Jack didn’t get a gay vibe from him but definitely a submissive, easily influenced vibe that could easily lead to some experimentation. Being the president of the frat, he got first pic of the pledges to mentor. Riley was the hottest, most muscular, most impressive. Jack knew what he was doing, it wasn’t his first time. Every Little Bother he mentored ended up with Jack’s cock inside them one way or another. Being a psychology major, he recognized guys who may be easy to manipulate. Maybe they were in denial of their sexual preferences, or had daddy issues, or were bisexual but didn’t know it yet. Riley clearly had a thing for authority figures and was probably confused by his attraction to certain men.  He knew Riley would be open to suggestion from Jack and having his first gay experience.

Jack grabbed a beer from another pledge carrying a silver tray with beer. Jack’s eyes followed the gymnast, the pledge was cute, lean, and muscular, looked great in the maid’s costume, blonde hair and had a pretty face. He was no Riley, though. No one here held a candle to Riley. Jack watched the room as the guys taunted and teased the newbies. He chuckled with a grin.

“What the fuck are you laughing at?” Jack heard the voice beside him. He turned to see his best friend, Trip.

Jack laughed, shaking his head. “It’s like taking candy from a baby.”

“A baby?” Trip asked although he knew where Jack was going.

“A two-hundred and ten-pound baby with a jacked body,” Jack said as he nodded towards Riley who was fending off slaps to his ass as he walked through the room.

“Damn, bro. That bitch is sexy as fuck. Look at that fucking ass,” Trip commented in awe.

“Bro, I CAN’T STOP looking at that ass,” Jack said. Both men staring at the muscular eighteen-year-old and both picturing him down on all fours taking dick from them. Trip was another senior Brother who was beautiful, muscular, handsome, and olive skinned with jet-black hair. He also was one of Jack’s fuck buddies.

“Now I know why you’re president. This was a fucking genius idea. I can’t believe the frat executive members agreed to this,” Trip said as he tapped the lip of his bottle to Jack’s bottle.

“What the fuck are they gonna do, say no?” Jack sneered. “I lied to Riley and told him we do this every year.”

“I’m jealous, Jack. Your boy is hot as fuck. Every gay guy here wanted him as their Little Brother,” Trip said. “So, what do you think? What’s the verdict? You gonna turn him out?”

“I think my boy will be my girl by the end of the night,” Jack replied with confidence and cockiness. “I have him questioning himself and he worships me.”

“What’s he think of his little outfit?”

 “Oh, he likes it. He likes it because I like it. He pretends he doesn’t, but I know he does. That muscle bitch wants my approval for everything. Like I said, he worships me. He’ll do anything I tell him.” He paused. “Bro, he’s wearing the panties,” Jack said with a raised eyebrow and a smirk. “I told you he would.”

“No, bro! Really?” Trip was in shock that a big masculine dude like Riley would even consider panties. “The thong?”

Jack nodded. “Oh yeah.”

“How do you know?”

Jack scoffed, “Because I lifted up the bitch’s dress and looked.”

“Fucking Christ, you are fucking bold,” Trip said shaking his head.

“Dude, his ass is so fucking cake. The fishnets looked like they were gonna fucking explode from stretching to fit his ass. When I saw the top of that thong coming out of that ass, dude, I wanted to cum. It was all I could do to not throw him against the wall, lift that dress and fuck him.”

Trip casually adjusted his stiffening cock in his pants. “Bro, stop. You’re going to make me fucking shoot in my pants.”

“Fuck you. You’d watch, you perv,” Jack said calling out his buddy.

“Fuckin right I would watch!” Trip downed his beer. “I need to go find my boy. Scare him a little bit. Joey is hot but scares easily,” he laughed. “What’s your plan?”

“I PLAN on being dick deep in muscle pussy by the end of the night. Even if I have to slip something in his drink. But that won’t be necessary.”

“Damn, that’s so hot,” Trip said with a grin. “YOU’RE hot, buddy” he added.

“I know,” Jack said with a wink. “Now, go find your boy. Dawson is molesting him,” he said nodding at Trip’s Little Brother being pawed by a huge, muscular, blonde powerhouse who was part of Jack’s inner circle of down-low fuck buddies.

Trip perked up and looked over at his boy Joey. “Shit! That big fucker better not try anything with Joey. I swear to God I’ll punch him in the throat.”

“Hey, is Joey into dudes?” asked Jack who was laughing.

Trip sighed. “No. But who knows what will happen with some alcohol and weed.” Trip took off in a slow jog towards the man molesting his boy.

Jack’s wandering eyes found Riley. He couldn’t take his eyes off the boy. His body was so amazing, so perfectly proportioned, so ripped. At one point, Riley’s eyes met Jack’s. Jack held his eye contact. Riley nodded to him and smiled. Jack didn’t nod back, he just continued to stare. He looked like a warden looking down at the prisoners. It made Riley have goosebumps. He held Jack’s eye contact for a few more seconds until one of the brothers pinched his ass. Riley turned and grabbed the guy’s hand and bent it back. The guy yelped. Everyone in the room stopped and were quiet.

“Try that again,” Riley growled at the older frat boy who was wincing in pain.

“Or what?” the guy hissed.

Riley bent the hand back slightly more. “I’ll break every fucking bone in your fucking hand.”

“Ok, ok!” the guy yelled. Riley let go. “Jesus Christ you little bitch! I was just joking with you.”

“I’m getting pretty fucking sick and tired of this,” Riley said loudly to the whole room. He paused when he looked up at Jack who was quietly, stoically watching. They stared at each other; Riley was waiting for approval. Jack just nodded. Riley continued, “If any of you assholes touch me one more time, it doesn’t matter if I’m a pledge or not, I’ll fuck you up.” The room remained quiet. Riley looked back up at Jack. Watching Riley assert himself, his body flexing, his anger making him look even sexier, made Jack’s dick hard. He nodded at Riley again, giving him a look of pride. That look made Riley very happy.

“Jesus Christ, I want to fuck that kid,” Jack said to himself.

The night went on. All the guys were trashed including some of the pledges. Riley had become so accustomed to walking in the heels and doing his best to keep his stockings straight, primping in the mirror and Jack even walked in on him fixing his make up in the bathroom. He stood and watched Riley holding a tube of red lipstick as he leaned close to the mirror, and carefully applied the lipstick to his full, red lips. Riley’s bicep was flexed, his thin waist and flat stomach pressed against the lip of the vanity, his ass sticking out making the dress pop out.

“Hey, sexy,” Jack said suddenly scaring the boy. Riley fumbled with the tube, juggling it, and then catching it. Jack closed the door and locked it.

“Fuck, Jack! You scared me,” Riley said, his chest heaving from the sudden scare. “You should have knocked.”

Jack laughed and walked up behind Riley. He stood behind him and looked in the mirror. The two men noticed the height difference and how handsome they were standing together. He put his hands on the boy’s muscular shoulders and lightly massaged. Riley looked up at him in the reflection, his big blue eyes held the man’s eye contact. Riley’s heart was racing.

“Sorry, I didn’t mean to scare you,” Jack said quietly. “And for future reference, I don’t need to knock. There are no secrets between us.”

“Uh… it’s cool. Thank God it was you that found me and not one of those assholes out there.”

“You are doing a great job tonight not letting those assholes take advantage of you,” Jack told him while increasing his grip. Riley closed his eyes and rotated his head feeling the relaxing massage. He felt the power in the strong hands on his body. This man took what he wanted, and Riley felt like it was him the man wanted.

“Sorry,” Riley said very nervous.  “I was just getting sick and tired of it. Plus, some of those dudes pinched me so hard that they fucking left welts.”

“They did, huh. Let me see,” Jack said as he reached down and lifted the back of the boy’s skirt. Riley froze not wanting to protest. Jack saw the welts on the kid’s big ass and boldly ran his fingers over a few. Quietly, just inches from Riley’s ear he huskily whispered, “You’re right. Those are nasty welts.” Riley swallowed hard; his heart was pounding. “But how could they resist?” he kept whispering but now looking at Riley in the mirror. Jack flattened his hand against the hard, muscled ass cheek. He felt the coarseness of the webbed stockings against his hand as he slowly rubbed the boy’s ass. Riley was so stunned at what was happening. He stood there and let the frat president feel him up.

Riley cleared his throat and his voice cracked when he said, “Jack…”

“Shhhh…,” Jack said into the kid’s ear. Riley felt the warmth of his breath and shivers ran up his spine. “You made me so proud tonight.”

Riley felt a wave of warmth in his body. “You’re welcome,” he whispered back, staring at the two of them in the mirror.

Jack continued to massage the boy’s plump ass. “Yeah, you’re a good girl,” he whispered, his lips toughing Riley’s ear. Riley heard him call him a good girl and he didn’t know how to feel about it. Maybe Jack said it because Riley was dressed like a girl, and he was teasing him. Riley liked the feel of Jack’s lips on his ear.

“So, I’m your good girl now?” Riley asked the man with a joking tone.

Jack put both hands on Riley’s ass now and squeezed. “Don’t you want to be my girl?”

Riley’s voice seemed trapped in his throat. He could only croak out, “I don’t know what I want.”

“I do. You want me. You weren’t sure at first. You thought it was respect and admiration. But I know it’s more than that.”

Riley leaned forward more as Jack became more aggressive in playing hard with his ass. Jack noticed the move and pressed his hard dick in between the boy’s cheeks. “Am I right?”

Riley took in a deep breath. He wanted to answer but he was scared. Jack rested his chin on Riley’s shoulder. “Look at me,” he commanded. Riley raised his head and looked in the reflection at Jack’s handsome face. “Do not lie to me, Riley. Am I right?”

Riley was hesitant but then nodded his head slowly. “Yes.”

“Good girl,” Jack whispered again and this time lay kisses on Riley’s thick, corded neck. “You’re so sexy,” he said between kisses.

Riley reached up behind and wrapped his hand around the back if Jack’s neck, he closed his eyes and laid his head back on Jack’s shoulder. He was scared, confused but he wanted this to happen. He felt Jack put his hand on his cheek and turn is face and met him in a soft kiss. Riley was surprised at how good it felt to kiss a dude. Jack’s lips were soft. Jack kissed him again, open mouthed and then Riley felt Jack’s knee between Riley’s legs as the man spread his legs apart. Riley arched his back, his ass stuck out more, he felt the hard cock sliding up and down the cleft in his ass.

Jack released the kiss and looked at Riley in the mirror. “I bet your pussy is tight.”

Riley lost his breath for a moment. The man had just called his hole a pussy. The way he reacted surprised himself because he moaned quietly.

“You going to let me in that pussy, baby girl?” Jack asked before kissing his neck. “Fuck that wet pussy.”

Riley was finally getting what he dreamed about. He was going to know what it was like to be a woman under Jack’s control. He would know what the women felt like looking up at that handsome face while being fucked.

Riley slowly nodded his head. His body was trembling. He pushed his ass back against Jack’s rock-hard cock.

“Say it,” Jack commanded.

Riley spoke so quietly that Jack could barely hear. “I want you.”

“You want what?”

“Uh…. I want you to fuck me.”

“Good girl,” Jack said soothingly. He turned the boy around and they embraced in a deep kiss. Riley was in erotic heaven. Jack felt the boy’s hard muscles and couldn’t hold back. 

He turned and aggressively grabbed the cross-dressed kid and sunk his tongue down the pledges throat. As they made out, Jack reached down and lifted one of Riley’s legs under the knee. He held the boy’s leg up at his side: a sign of dominance. Riley liked the aggressiveness of Jack’s strong hand holding his leg up, he felt the man’s hand run his hand back and forth over the nylon clad thigh. Jack took complete control of the muscle boy ramming his tongue in and out of Riley’s throat. At first, Riley thought it too aggressive and thought he couldn’t breathe from lack of oxygen, but his hormones finally gave in and succumbed to his mentor’s control.

Riley opened one eye and looked in the mirror. The site of the big, muscular, frat president was so hot. The man’s wide back and thick traps, his lats protruding at the sides, the man’s thick, dark hair was so intoxicating. This is the kind of man that Riley wanted. The kind who could take control, take what he wanted, use Riley’s big, powerful muscular body any way he wanted.

Jack broke the kiss. Riley looked as if he were in a trance. Jack caressed the kid’s square jaw. “You’re so fucking beautiful.”

Riley blushed. He lay his palms flat on Jack’s plated chest. He looked up at Jack with awe. He put his thumb on the older man’s lips and gently swiped. “I got lipstick on your face.”

Jack replied, “That’s ok. It will be the first of many.”

“It will?” asked Riley, his voice filled with hope and wonderment.

Jack grabbed hold of Riley’s muscular globes under his dress and squeezed. “Yes, sweetheart. You’re my girl.”

Riley’s heart skipped a beat. “Fuck,” Riley whispered in anticipation.

“I have to be inside you, babe,” Jack whispered back. “I need to put those beautiful legs over my shoulders, so you can look up and see your man taking you. You can see what you really are and what you’ll always will be; a jacked-up sissy with a warm, tight cunt.”

Riley swallowed hard. He just got a glimpse into his future. His dick was hard in his small panties. He took a new step forward and his hand grazed down Jack’s body. He wanted to see if Jack was as aroused as he was. He felt a Jack’s rock hard, thick beer can dick dressing left. He squeezed this cock, shocked at how big the muscle man’s cock was. All he could think about was that huge tube going up his ass. “Fuck,” Riley whispered.

“Feel that power, sweetheart? That’s what you live for now. That’s going to be in your warm, wet pussy all the time for the next year.”

Riley moaned quietly. He kept staring into this new caretaker’s eyes. “How did you know?”

“Easy. Just because a guy is jacked, masculine, cocky and alpha doesn’t mean he doesn’t want to be another man’s pussy. You were easy. You’re wandering eyes gave you away. You’re attachment to me was instantaneous,” Jack said while he brushed a loose lock hair off Riley’s forehead, slicking it back into place.

“I know. I couldn’t help it. I don’t know why I’m feeling this way.”

“It’s ok. You know now. You’re my new girlfriend from now on.”

“I am?” Riley asked with a smile.

“You’re my boyfriend in public but my girlfriend in private. Sorry to drag you out of the closet but this is the way it has to be. Tomorrow everyone will know you and I are a couple.”

“God, that sounds hot,” Riley answered with shivers up his spine.

Jack took his hand. “Come on, beautiful. We’re going up to my room.” He led the freshman out the door. There were other frat brothers roaming the halls and Riley was self conscious because they had to know what was going on. Jack was parading him through the hall.

“Jack,” one of the guys said nodding to them as he passed. The guy’s eyes lingered on Riley’s, telling him the frat boy knew damn well what was about to happen. Jack nodded back, holding tighter to Riley’s hand.

Jack opened the door for Riley like a gentleman, ushing the French maid into the room. Riley walked in and looked around. He had been in the room before but not this late at night. It was spacious since Jack was the president. The bed was a king and was made up, unlike most of the brother’s room were always messy. Once more Jack turned the boy, embraced him, and engulfed him with his mouth. The kiss was aggressive yet passionate.

“I love your body,” Jack said in a sultry, gruff whisper. “It’s so hard, fucking muscles everywhere.”

“Thank you. And I love your body. I want to feel every inch of your perfect body.”

“Take off the dress,” Jack ordered.

Riley slid the straps off his shoulders and pulled it down so he could pull his arms through. The top of the dress rolled down to his waist. He then hooked his thumbs in the waist and slid the dress down his legs letting it fall to the floor, and he stepped out. He then hooked his thumbs in the waistband of the fishnets and Jack stopped him.

“Whoa, whoa, what are you doing?” he asked as if Riley had broken a rule.

“I thought you wanted them off.”

“I didn’t say that. I said to take the DRESS off. Leave everything else on. You have to learn to listen to me, babe.”

“Sorry,” Riley said meekly.

“Hey,” Jack said caressing Riley’s jaw again. “It’s ok. You’re learning.”

“Ok.”

“This is the new you when we’re in private, baby. You’re my big, strapping, muscle-head boyfriend in public but my sexy, muscle girl in private.”

“Ok,” Riley agreed.

Riley stood in the middle of the room naked from the waist up but wearing fishnet stockings, panties, and tall stilettos. His smooth, tan, ripped torso made him look like a god. From the waist down he was a sexy, muscular whore. His face done up with makeup.

“You’re so gorgeous, sweetheart,” Jack said as he stepped up to the muscle sissy and kissed him. “Lay down.”

Riley laid back on the bed. Jack crawled up on top of him, their dicks pressed against each other. Riley’s legs automatically spread, and Jack took his rightful place between them. They kissed and felt each other’s bodies. Riley couldn’t believe this was happening, Jack knew it was going to happen, just like it had before.

Jack whispered into Riley’s ear, “I want you to have my baby. Would you like that?”

Riley was in shock at what he heard. He never dreamed a man would ask him that. It shocked him but aroused him.

“Yes,” he said back to Jack. “I’ll do anything you want me to do. I just want to make you happy.”

“Good girl,” Jack said with a smile. “Let’s start tonight. I want you pregnant by the end of the semester.

Obviously, Riley knew he wouldn’t get pregnant, that was part of the role he would play. Being treated like a woman was his dream and it was happening. The role play was perfect. He knew what it really meant was that he was going to be filled with cum all the time.

Like Jack told him, Riley found his muscular legs on Jack’s shoulders as Jack eased his way into Riley’s lubed hole. Riley winced and endured the pain of first penetration. “That’s it, baby. You’re doing fine. Let me slide in, baby. Good girl.”

Finally, something snapped and in plunged the thick cock into his new pussy. Riley gasped and clenched Jack’s biceps which the man found hot as fuck to feel the power in Riley’s hands take hold of his biceps. Jack watched the boy’s eyes snap wide open, his teeth clench, his face flush red.

“Jack!” Riley called out. “Oh, fuck, Jack!”

“Shhh, baby. You got this,” Jack reassured him. But Riley called out again, this time with a yelp and a scream. Jack smacked Riley across the face. “Riley! I said shut the fuck up!” he growled at the boy using his real name, breaking role play to get him to calm down. “I don’t need the whole house hearing you screaming like a bitch.” He knew the guys all knew what was going on in the room, but Jack was a private person.

Riley felt the sting on his face and slammed his mouth shut. For the first time in his life, a man had hit him, and Riley didn’t hit back. He’d broken a few noses in his time and never thought twice about it. This time, he would never dream of hitting Jack back. Riley tried to relax his hole, he took deep breaths and saw the pain as a challenge to overcome. And when Jack had hit bottom, Riley felt full and satisfied. He looked up at Jack and the look on his face was pure pleasure. Jack was taking pleasure in Riley’s body, his hole.

“Oh, God, oh, God, oh, God…” Riley whimpered over and over again.

Jack kissed him on the neck as he slowly pulled out to the tip and slowly slid back in. Riley’s eyes rolled back in his head, the intense sensations almost too much for him.

Jack’s mouth fell open, a slow moan came out as he sawed in and out of the boy’s pussy. “Fuck, Riley. God fucking damn it. Best pussy I’ve ever had, babe.”

Riley heard that and voluntarily tightened his hole around the cock inside of him. That made Jack gasp and stop fucking, hoping to stay off cumming for a few more minutes. He looked down at the gorgeous jock and suddenly wanted to melt into him. He felt the fishnet on his boyfriend’s legs. He reached up and wrapped his hands around Riley’s stilettos and held them out wide. Riley saw his legs splayed wide; his pointed toes aimed at the ceiling.

“Flex those quads, babe,” said Jack as his hands moved down to Riley’s thighs. “Flex them for daddy.” Riley flexed his muscular legs, the muscles popping, the stockings adding depth to his corded muscle.

“Fuck, babe. I don’t think I can hold off much longer. Your pussy is making me cum, baby,” Jack said as he sped up his fucking,

“Cum inside me, Jack! Cum inside my fucking boy pussy,” Riley pleaded quietly.

Jack tensed up and tried to stifle a roar. “Fuck! RILEY!” he bellowed as he came inside the boy’s warm, tight hole. Seeing this, Riley couldn’t hold back and started to shoot without touching himself.

“Fuck! Jack!” he finally yelled out before Jack collapsed on top of his chest. Riley wrapped his legs around Jack’s waist, locking his high-heels together.

“Fuck, Riley, God damn it,” Jack said as he panted. “I mean… fucking amazing hole, Riley. I mean it.”

Riley caught his breath and said, “You’re fucking incredible, bro. Fucking God you are amazing. I never knew it could feel that way.”

“Get used to it, babe. There’s going to be a lot of this every fucking day and night.”

Riley smiled. “You make my pussy wet, bro.”

“And you make my dick hard, you hot fucker. Fuck!” Jack was so elated, it was the best fuck he’d ever had even though it didn’t last long. “Kick off those heels, babe. Climb inside the sheets. I want to wake up with you in the morning.”

Riley kicked off his pumps, slid in under the covers. “Should I leave my stockings and panties on, bro?”

Jack chuckled. “I love it that you call me bro while you’re wearing panties and stockings.”

“Oh. I didn’t notice I did that. Do you want me to call you something else?”

“No, babe. I don’t might the bro-talk. It’s hot when you’re dressed like a sissy.”

Riley laughed. “Sweet. Thanks, Jack.”

“For what?”

“For everything you did tonight. I feel fucking free.”

“I knew you would. You just needed to be shown the way. Come here.” Jack spooned up against him and pulled him close. “Night, Riley.”

“Night, Jack.”