A First for Everything
Note: This story contains explicit male to male sex. If this content is illegal to access in your geography, do not continue reading. This work is copyright by the author, commercial use is prohibited and it may not be copied, posted to any other websites, without explicit permission from the author.
Main Characters:
- Darren – One of the main characters and faggots, brother to Randy
- Randy – Darren’s older brother and other main character and faggot
- Chris – Randy’s high school friend
- Mark – Chris’ younger brother
- Craig – Randy’s new roommate
- Alejandro (Alex) – Randy’s next door neighbor
- Calvin – Randy’s new roommate, and Craig’s best friend
- Jim – Darren’s next door neighbor
- Sam – The soon to be step-brother of Darren and Randy
- Steve – Craig’s younger brother
I
As Randy walked the path leading to the frat house, he felt the most masculine he had in months. It was a costume party on the Friday before Halloween and Chris had insisted he wear his military uniform. He felt his dog tags under his shirt, thankful that Mark had given them back after keeping them as a sign of owning Randy that past summer. Otherwise, he would have had to lie to Chris and say he’d lost them if he’d been asked why he wasn’t wearing them. Although no one would know, he had been made to wear his pink thong under his clothes which was a stark contrast with the military look otherwise.
It had been a long week and Randy was looking forward to a night of partying with his friends. While they weren’t really his friends at home anymore, more like his masters, tonight they had pretty much been treating him like one of the guys again. When they all piled into the car, Chris and Craig up front and Randy in the back between Calvin and Alex, they all talked like Randy hadn’t just spent the day serving as their bitch. It felt strange but still nice to feel like old times with Chris. Randy pretty much stayed quiet as he listened to Chris and Alex talk about who they knew in the frat, since Calvin and Craig had just started attending the university and didn’t know too many people yet.
As the guys talked on the drive over, Randy thought back on the past week. Chris had fully moved and Randy had been made to do most of the packing and moving, only getting help when something was too big or heavy for him to move on his own. Chris had even made him unpack all his stuff, which Randy didn’t mind because he knew Chris had school to focus on.
In addition to the hard work of moving Chris in, Randy had worked two nights that week at the warehouse. And his mouth had worked overtime, as more and more men found out about how he wasn’t there just to clean up the floors and bathrooms. At this point, he’d lost count of how much dick he’d sucked at work, but he imagined that Mark and Pablo were making a pretty nice side income off his efforts. At home there wasn’t much rest after moving Chris, since he still had Craig and Calvin to service and his chores to take care of.
The week had started out rough with Chris. He had been visibly pissed after discovering that Mark had been at Randy’s pussy before him. The fact that Randy had let his best friend’s little brother make him his bitch had Chris fuming with Mark. And of course, Randy knew that Chris would be rightfully mad, which is why he’d kept it a secret as long as he had. He felt ashamed for betraying his best friend like that.
The worst part was having to tell Chris everything else once the store clerk left that afternoon, which was the reason Chris even found out how Mark had shared Randy’s ass at the department store. He was made to kneel there in just his thong keeping eye contact with Chris as he felt the clerk’s cum dripping from his ass. He spent the next hour detailing all the ways he’d behaved like a faggot this past summer.
It was one of the most difficult things he’d ever had to do, confess all of it with Chris’ gaze hard on him. Chris seemed to calm down, but Randy could tell he was angry with him. And with Mark. Chris just listened for the most part, only asking questions for clarity. He laughed when Randy admitted how it had all started with Scotty and how Mark joined in on the fun and quickly took charge. Despite Chris being pissed off about Mark, he did seem proud of his brother for asserting his dominance and taking Randy away from Scotty right at the start.
He saved Alex for last, as he figured that would be the other person Chris would be upset about. But Chris seemed oddly unbothered when he learned that even Alex had a shot at Randy’s ass, several times. Randy left out how Alex had fucked him in Chris’ bed, with Chris sleeping right there. He was sure Chris would eventually find out about that, but Randy just couldn’t bring himself to admit it.
Randy also didn’t share with Chris how Alex’s uncle Pablo and Mark were whoring him out at his job. He felt too embarrassed about it to tell Chris and he planned to quit next week. Any job would be better than that, especially considering his work paycheck wasn’t much and the dollar he got for each blow job was more humiliating than it was helping.
After that confession, for the rest of the week Chris didn’t have Randy serve him at all sexually. He pretty much ignored Randy except to give him orders to move this or unpack that, get him a beer, make dinner, etc. Which meant that Randy missed Chris’ attention, and his cock. So it was that much more unnerving for Chris to be treating him normally at the frat party. And it didn’t seem like anything was different between Chris and Alex either, so he figured they must have talked about it. Randy was just happy he hadn’t been pulled into that conversation or that Alex hadn’t been pissed at him for spilling their secret. Randy hadn’t seen Mark all week, so he wasn’t sure if Chris had talked to him yet. That was another talk he would not want to be around for.
It was all racing around Randy’s brain, making it hard to concentrate on the conversations he was being pulled into as Calvin and Alex introduced him to different guys at the party. Craig and Chris looked hot in their costumes, having wandered off together to make the rounds. Craig was dressed as Tarzan, meaning his big hairy chest was exposed and he was just in a filled out loin cloth. Chris was a lifeguard, and although he was wearing a red nylon zip up jacket, it wasn’t enough to cover up the big bulge in the red speedos he was wearing.
Randy was admiring the two of them from across the room, as he stood with Calvin and Alex who were chatting with a cute boy they’d just introduced Randy to. Craig had his arm draped across Chris’ shoulders, emphasizing that Craig was a few inches taller. He watched as Craig ran his hand down Chris’ back, almost caressing his friend.
He was shocked when Craig’s hand continued down to brush the speedo clad ass, resting his hand on an ass cheek for just a moment before giving it a squeeze. Randy looked around to see if anyone else saw what he’d just witnessed, but no one seemed to be paying attention to the two boys. Randy returned his gaze and saw that Craig now had his hand lightly gripping the back of Chris’ neck. And Chris didn’t seem to mind or try to make Craig take his hand away.
He jumped slightly when he felt his own ass being squeezed and returned his attention to the three boys standing around him. It was Calvin who had his hand gripping his ass, as Randy made eye contact at the boy they were talking to. The boy smiled at Randy but seemed unaware of what was going on behind.
They were standing near the wall, so there was thankfully no one who could see Calvin slide his hand into the back pocket of Randy’s military slacks. He was confused when he felt Calvin’s hand against his bare ass, rubbing Randy’s skin and pinching and lightly slapping the cheek.
“Like the alteration I had Alex make to your pants, baby,” Calvin whispered into Randy’s ear, “He removed the inner pocket lining to give us free access to that sweet ass of yours.”
Calvin’s tongue gave Randy’s ear a little lick before going back to the conversation. Randy stood there, trying to not let on how Calvin was feeling him up in the middle of the party. It was hard to not grimace as Calvin circled his finger around Randy’s hole under the thong strap. He turned his head to stare at Calvin, as the finger penetrated him and slowly sank in.
He was now thankful that Alex had made Randy strip naked and let Alex clean out his pussy earlier. It had been humiliating to kneel on all fours as Alex squeezed water into his ass, being made to hold it before ordered to sit on the toilet to expel the water. It felt like he was pissing from his ass. And the humiliation was repeated until Alex was satisfied that his ass was clean.
He tried not to react when Alex’s hand slipped into the other pocket and rubbed his ass and joined Calvin in fingering his hole. He now had both boy’s fingers wedged in his cunt as they chatted nonchalantly with the boy directly in front of them oblivious to Randy’s plight.
Alex looked sexy as Aladdin and Randy couldn’t deny how attractive Calvin was dressed up as a cowboy, complete with boots, a denim shirt and tight jeans with chaps over them. The cute boy was dressed up as a police officer and Randy found himself staring down at the sizeable bulge in the front of the boy’s pants. Randy thought he could see the outline of the boy’s semi hard cock. He didn’t let his gaze linger, fearing he’d be caught staring.
Randy looked between the three of them as he got finger fucked, unable to suppress a slight moan. As he looked up, he saw the cute boy was looking down. Randy followed the gaze to his own crotch and saw his very hard cock was obvious through his pants. The boy also finally noticed how Alex and Calvin both had their hands in Randy’s back pockets.
“Maybe we should show Randy the setup in the basement,” Alex suggested, digging his finger deep into Randy’s hole before extracting it and his hand from the back of his pants. He brought the finger up to Randy and pressed it into Randy’s mouth. He was staring right at the cute boy as he was made to clean the finger.
“Yeah, seems like now’s a great time,” Calvin agreed, repeating the move Alex had just made, but turning Randy’s face to look at him as the finger was inserted between his lips. Calvin smiled at him as he pressed down on Randy’s tongue, “Come on baby, you need to see the downstairs.”
Calvin wiped his finger off on Randy’s jacket and grabbed his hand to guide him through the crowd. Randy looked back and saw that the cute boy and Alex were both following. He was led through a door and down a set of stairs. He heard the door close and lock behind them. They turned a corner and a large basement came into view. Standing there in the middle of the room was Chris and Craig, with a half dozen or so other boys standing around them.
“Welcome to the real party,” Chris said, staring directly at Randy, “And you’re the guest of honor.”
II
Darren’s emotions were all over the place. He wanted to be mad at Scotty, considering all the horrible things he’d done this summer. But once Brad had left them alone after using them in the school bathroom, Scotty walked Darren home and took that opportunity to make an apology that seemed pretty sincere.
His cousin admitted to doing unforgivable things to Darren and Randy both, but especially Darren. And not that it was an excuse, but Scotty confessed that the way he treated the two brothers with such hate at times was because of his own self-hatred. Unable to come to terms that he was gay himself, he treated anyone else who was gay the way he did to hide from his own truth. After it had all came out about what Scotty did, it took him some time to stop being angry about the way everyone was treating him and truly come to regret his behavior. It was only once Matty instigated him having to serve Brad and Adam, as some type of punishment, that Scotty realized his true attraction to guys. Scotty begged Darren for his forgiveness. There were tears in Scotty’s eyes when they hugged goodbye once Darren was home and Scotty turned to go his way.
The next day at school, his cousin came over at lunch to join them. While Darren hadn’t quite forgiven him yet, he didn’t feel afraid of him any longer. And seeing the way Brad was in control of Scotty in even subtle ways was kind of hot. It was nice to have his cousin back, considering Jim was still avoiding Darren. They still hadn’t spoken after that kiss in his bedroom. It was a kiss he couldn’t stop thinking about honestly. One comfort was that Steve walked him home from school, something that Darren used to look forward to with Jim. And while it was nice to have the company, it was obvious that Steve really just wanted to see Sam again. And Sam seemed happy when Steve would show up at the house with Darren.
Every since that weekend where Sam and Steve hooked up while both with Darren, they seemed obsessed with each other. They each asked Darren about the other, trying to see if Darren knew how the other secretly felt. And it didn’t take long once they were home for them to get naked together in the hot tub. The two handsome boys kissed while Darren was allowed to suck their cocks. The parents weren’t home and the curtains were drawn on Jim’s bedroom window next door, so they weren’t being shy or careful. Before they were done, Sam had his beautiful uncut cock in Steve’s mouth for the second time. Steve got to swallow Sam’s cum, while Darren was fed Steve’s.
The same thing happened again on Thursday night that week, just in Sam’s bedroom rather than the hot tub. It was cute to watch his stepbrother and friend making out, clearly into each other. Darren wasn’t jealous, as he got to be with them still. But watching them kiss made him remember the way it felt when Jim had kissed him. And it only made him miss his friend that much more.
The week at school was uneventful. He went to class, hung out with the group at lunch. It also seemed that Scotty had told Brad that Darren was off limits, as Brad didn’t try to get him to go to the bathroom with him again. Friday night was quiet, the parents were away the whole week and weekend and Sam was out for the night. Darren ended up falling asleep on the couch and woke only as Sam carried him down to bed. He loved how safe he felt wrapped in Sam’s arms as they cuddled under the covers and drifted off to sleep.
On Saturday, Steve and the rest of the boys were going to a Halloween theme park. Sam said he’d be home around seven that night and he’d give Darren a ride over and maybe they could all come back to the house after. As it got close to seven, Darren was ready and waiting. The doorbell rang and he went to get it, grabbing his coat on the way. He was not expecting to see Jim standing at the door smiling down at him from his 6’2” frame.
“Hey Little D,” Jim said, swiping his long blond hair out of his eyes, “I was hoping we could talk.”
“Well, I’m actually waiting for Sam to pick me up to meet everyone,” Darren started to explain. But after being ignored by Jim all week, Darren was so happy to have his friend there talking to him again, “But I have a few minutes before he gets here.”
“I wanted more than just a few minutes,” Jim said, giving Darren a sweet look that was hard to say no to, “I was thinking I could take us for a drive to one of my favorite spots and we could talk there. I could take you wherever after.”
“Well, I guess,” Darren started to consider, unable to stop staring deep into Jim’s golden brown eyes.
“Great,” Jim took the hesitation as agreement and pushed Darren back into the house, “Just leave Sam a note to let him know that something came up and you’ll meet them all there in an hour or so.”
With the note written and taped to the front door, they were off in Jim’s pickup truck. Jim concentrated on driving and sang quietly to whatever was on the radio. Darren was in his thoughts, excited to be with his friend again and having Jim’s energy back to normal like nothing was wrong. They drove further up into the hills behind their house before Jim pulled off into a private little spot that provided a lookout over the entire valley below. The city glowed beneath them.
Jim had backed the truck right up to the edge, so that when he put down the tail gate it hung out over the drop. He told Darren to hop in and grabbed the smaller boy by the waist and lifted him up and into the cab, before joining him.
“So I’m just gonna get to it, before I lose my nerve,” Jim started, as he settled down facing Darren, sitting with his legs crossed and hands in his lap, “I wanted to talk about last weekend.”
Darren was uncomfortable immediately, both by the topic and the serious look on Jim’s usually grinning face. He stared out at the incredible view and thought about all the conversations his friends had with him about Jim, warning him about not falling because Jim was definitely not gay. Even Sam had told him there was no chance of Darren being with Jim, and Sam had known him the longest of anyone. Now he was sure Jim was going to tell him that Darren kissing him last weekend had crossed a line. He only hoped that Jim would say he was willing to forget it as long as it didn’t happen again.
“I’m sorry that I kissed you and ran off,” Jim’s words surprised Darren, as he had convinced himself that he’d been the one to initiate the kiss, “I was just confused by what I was feeling and the sudden urge to do that. And embarrassed that I got too excited when you touched me.
“I thought you were mad at me and,” Darren started, but Jim cut him off.
“No, hold on, let me finish,” Jim placed a hand on Darren’s knee and looked up at the boy. Darren saw that Jim’s bottom lip was trembling just a little, as he tried to control strong emotions, “Look, I know you are gay. And it’s pretty obvious to me and everyone that you have a bit of a crush on me.”
This was what Darren had feared. He’d been careless with showing his feelings toward Jim and now he was mad just like Brad said he’d be. Darren could hear the next words to come from Jim’s mouth, “Look, I’m not gay and I don’t think I can hang out with you and have people think I am. Because of you acting like you want me to be your boyfriend or something.”
“I’m sorry, Jim,” Darren apologized, wanting to make the moment less uncomfortable for them both, “I know I shouldn’t have.”
“Be quiet,” Jim cut him off again, his tone stern but not angry. The look he gave Darren made it clear that the boy should not interrupt again, “I’ll let you know when I am done speaking and then you can say what may be on your mind. Understood, boy?”
“Yes Sir,” Darren nodded and sat there staring up at this beautiful man who had just ignited his submissive nature.
“I know about you with Sam and Steve,” Darren couldn’t hide the look of surprise, “I’ve see you with both of them, the one time at the beach and other times at the house. I watched and felt jealous. Which was confusing.”
“The first time I saw you and Sam in his bedroom, I watched as he fucked you against the sliding glass door. And I jerked off thinking about doing the same thing to you. And at the beach, I followed Steve and Sam when they chased after you. And I watched the three of you. Seeing Sam in control, I wanted to be in his place.”
“There have been a few boys that I thought were cute, but I never felt like acting on it. But as I grew up, I also realized I wasn’t really attracted to girls, but I didn’t want to admit what that meant. My parents would freak out if I told them I was gay. So I just tried to deny it and focus on school and swimming and wrestling.”
“Of course, seeing all those boys in tight speedos and singlets, naked in the locker room, made it hard to ignore what I was feeling. So I became more of a loner, still part of the friend group, but the more withdrawn one who did his own thing. But there is something about you, little D, that brings out this protective nature in me. From the first day we met, I wanted to watch over you and make sure you were okay. That no one was going to mess with you.”
Darren sat there listening to all this, to Jim pouring out all these pent up thoughts and emotions. He had this overwhelming desire to be closer to this young man, and Darren leant into Jim. He pressed the top of his head against the bigger boy’s chest, and Jim instinctively reached up and pet his hair and wrapped an arm across Darren’s back.
“Good boy,” Jim spoke softly. He placed a hand under Darren’s chin and lifted his head up so that they were face to face. The way Jim stared into Darren’s eyes, he had never seen such caring or felt so safe with someone. And then Jim pressed his mouth to Darren’s.
Even in the kiss, Jim was in control. He held Darren’s face and forced his lips apart with his mouth and darted his tongue in and out, tasting Darren. He kissed Jim back, who sucked on Darren’s tongue and continued to use his own tongue to explore the boy’s mouth. He couldn’t remember anyone kissing him like this before and it caused Darren to shiver from the intensity of the moment. Jim must have felt the trembling, as he pulled him into a tighter embrace, his body engulfing Darren’s smaller frame.
“I’ve been wanting to do that all week,” Jim pulled back to look into Darren’s eyes, “Are you doing okay, boy?”
Darren nodded in response.
“Good. Then I think it’s time that I inspect my boy and make you mine. Strip.”
III
Randy stood there in his military outfit, trying to comprehend what was happening. He looked around the basement and saw there was a mattress and box springs in the middle of the room. Calvin pushed Randy forward toward Chris, who grabbed him by the arm and spun him around to face the frat boys who were moving to stand around the mattress.
“You ready to show my friends that you are my bitch?” Chris asked, gripping Randy under the chin, his chest pressed to Randy’s back, “Look them in the eyes and tell them what you are.”
“I am your bitch, Sir,” Randy said, shaking as he looked from one frat boy to the next, seeing them smirking and smiling as Randy made his admission. But he meant what he said and admitting it to all these men only deepened that truth and his faggot headspace.
His eyes locked on Calvin, standing in front of him at the other side of the mattress. Alex stood to his left and the the cute boy they had been talking to was on Calvin’s right. Chris’ hands began to roam his body, starting at his shoulders, running down his chest, sliding around the waist, to stop with an asscheek in each hand.
“You have a fat ass, boy,” Chris complimented, squeezing it through Randy’s pants. He then pulled off Randy’s jacket and tossed it to the floor. The guys all laughed and pointed out the raging hard on straining the front of his pants, “You like this don’t you boy, being show off as my bitch.”
Randy could only nod, too mortified to have his excitement at this humiliation so obvious. He suppressed a moan as Chris unbuttoned his shirt and pulled it off. He felt fingers lightly pinch and squeeze his nipples through the t-shirt, and he grimaced and let out a moan as Chris became more aggressive in working his tits. It hurt but felt good at the same time and his dick leaked into his thong.
“Kneel,” Chris said, pointing at the mattress, and Randy got down on his knees on the relatively clean mattress. He tried not to think about how many of the frat guys had used this mattress to fuck countless girls and apparently even some boys. Randy scanned the room and took in all the handsome boy standing there, eager to watch Chris using Randy.
Randy raised his arms above his head as Chris pulled off his tshirt. The more Chris abused his tits, the harder and bigger they got and the more Chris became obsessed with them. He smacked Randy’s chest with open palms, stinging the skin but arousing the nipples. He mauled Randy’s tits and tugged on them until Randy cried out.
Without a word, Randy’s dog tags were removed from around his neck and slid into Chris’ pocket. Hands moved from his shoulders, pausing briefly to tease his protruding nipples more, before continuing down to the waist of his pants. Randy stared forward at Calvin’s smirking face as Chris unbuttoned his pants and exposed the hot pink thong underneath.
“Someone’s excited,” Chris taunted him, as he ran a finger over the head of Randy’s cock hiding under the thong pouch. The boys in the room chuckled at this. Chris brought the finger to Randy’s mouth and rubbed it along his lips. Randy felt the moistness and looked down to see he had leaked so much that it had soaked through the thong and was dripping. Chris caught more and brought it to Randy’s mouth. Without thinking or having to be told, Randy stuck out his tongue to licked his precum from the palm of his hand and sucked it off Chris’ middle and index fingers.
Using that same hand, Chris reached down the back of Randy’s pants and rubbed the wet fingers around Randy’s hole. Randy let out an involuntary moan when Chris touched and gently pinched his tender asslips. He was embarrassed at how he sounded, so desperate for Chris to use him even if it meant letting their friends and a group of strangers watch.
Chris pulled his hand out of Randy’s pants to spit into it before going right back. Using his other hand, he moved Randy’s arms and hands to behind Chris’ back to hold on to his waist as he sank his fingers deeper into Randy’s pussy and began to work them in and out slowly. He was now making so much noise, moaning and yelping that Chris put a hand over his mouth and pulled his head back against his chest. Randy closed his eyes and let himself fully experience Chris fingering his cunt, trying to ignore the fact that a group of men were watching. He heard the word faggot and bitch clearly among the terms used to describe him.
With now three fingers wedged in his pussy, Chris pushed Randy forward onto the mattress and guided him forward by the cunt until he was on all fours. Only then did Chris withdraw his fingers to pull down Randy’s pants, exposing his thonged ass. The boys around them wolf whistled once the pink thong was fully on display and Chris wasted no time in grabbing, rubbing and squeezing the meaty ass. Randy was staring straight ahead at the group, trying to avoid eye contact. But Calvin was right there, his grin making him all the more handsome, as he admired Randy and watched the public display.
His balls were now in Chris’ grip through the thong as he tugged on them while casually spanking Randy’s ass, alternating between cheeks, increasing the strength a little with each slap. The pain in his balls grew as Chris tightened his grip, matched by the stinging from Chris warming up his ass. Just his balls were pulled out of the thong pouch, and Chris gained a firm hold on them and tapped at them until Randy was moaning and squirming. He dropped his chest to the mattress trying to get away from the light tapping that somehow caused so much agony.
Chris spread Randy’s ass to expose his tight pussy, the hole barely covered by the thong strap. Using the back of his hand, Chris continued the assault on Randy’s exposed balls. He understood that Chris was testing him, letting the boys see just how much Randy would take to please Chris. And he was determined to not disappoint. But he almost lost it when his hard cock was let free from the thong so that Chris could stroke it a few times, pulling it backwards between Randy’s legs. His balls and cock were firmly in Chris’ grip and it took all his control to not cum right then just from the touch of his best friend.
He heard Chris spit and felt the wetness land on his exposed hole as Chris continued to yank back his hard cock and aching ball between his legs. A finger began to smear the spit around his hole before penetrating him. A rhythm was set where Chris sawed first one and then two fingers into his hole while also stroking Randy’s rigid clit slowly as he kept it pulled back painfully. Randy was groaning in both pleasure and pain and was concentrating on not cumming, knowing that was not allowed without Chris’ express permission.
A sigh of relief escaped him when Chris released his cock and stopped the finger fucking, in order to pull hard on the bottom of Randy’s pant legs. He tugged and Randy fell flat on his stomach, as the pants worked their way off. Next was his thong being removed, until Randy was the only one completely naked and exposed among a room of men. As if to accentuate this point, Chris began to go at his ass again, spanking and squeezing it hard making Randy squirm on the mattress.
Chris gripped Randy’s hips and raised his ass high, with a hand pressing down between Randy’s shoulder blades to keep his head down. He breathed in the strange scents of the mattress, almost positive he could smell the dried cum from countless fuckings.
“Such a nice little hole,” Chris admired, as he once again spread Randy’s ass. He rubbed a thumb against the hole and the guys shifted around to get a better view, “You are being a very good boy during your inspection.”
Randy mumbled a thank you Sir as he kept his head down, thankful to not have to look at anyone as his best friend continued to play with his body however he wanted. His balls were back in Chris’ fist, pulled back for Chris to rub and squeeze, eliciting moans from the faggot laying exposed in the middle of a room of young men. Using the back of his hand, Chris began to cycle through spanking one ass cheek, tapping Randy’s nuts, spanking the other ass cheek. When Randy’s moans and squirming indicated he was unable to take much more, Chris would give his clit a few strokes under Randy’s body and tweak his nipples.
This went on until each of the tortured parts felt on fire. His ass, balls, nipples all had become pain points for Randy and the only relief was when the hand stroked his clit slowly. But even that was torment, as Randy had to concentrate through the abuse to ensure he didn’t reach orgasm. He tuned out the boys talking around him, words of encouragement and admiration for how Chirs masterfully manipulated his bitch.
And then suddenly, it all stopped. Randy raised up to his hands and knees, confused and wondering what was coming next. Chris appeared at his side and squatted down to be at eye level with Randy. He smiled at Randy when he showed him what he was holding.
“Let’s get you opened up and ready for me,” Chris said, holding up a dildo. It was about eight inches long, round bulbs at each end and tapered in the middle. Chris pressed the fatter of the bulbs to Randy’s lips, “I suggest you get this nice and wet.”
Randy parted his lips as Chris pressed the bulbed end of the toy into his mouth. He sucked on it, ran his tongue around it, closing his eyes and imagining it was Chris’ cock. He moaned at that thought and heard the boys laughing and commenting on how hungry he was for the real thing. Once Chris was satisfied with Randy’s prep, he pulled the toy from Randy’s mouth and returned to the waiting ass.
Drool dripped from his chin and Randy wiped it on the mattress as he felt the wet tip of the toy rub and push against his hole. The pressure eventually was more than his hole could withstand and the larger bulb end of the toy stretched his hole open and sank in. Randy felt his pussy close up around it and grip the narrow neck with half the toy buried in his cunt and the other half sticking out of his ass.
“Good boy,” Chris praised Randy and tugged on the toy to test how firmly lodged it was in the faggot’s ass. With a little effort, the toy escaped his hole with an audible pop. Randy moaned and everyone laughed at the sound, stepping up closer as Chris grabbed Randy by the balls to hold him in place.
“That’s it, open up that faggot cunt,” Chris encouraged his bitch as the toy slipped back in relatively easily. Chris began to fuck him with it, as Randy knelt naked on all fours, “Fuck yeah, it’s sliding right in now. There you go.”
The grip tightened on his balls painfully as the pace of the fucking picked up. Once the large bulb was back in his cunt and his pussy was clenched around the middle, Chris slapped at the end sticking out, which caused Randy’s hard cock to twitch and leak. The vibrations inside Randy’s pussy were bringing him to the edge of orgasm.
“Fuck yeah, made your dick jump,” Chris observed, tugging on his balls and working the toy in and out again, “Bet I could make you cum just from this.”
Chris reached forward and grabbed Randy by the hair to pull him up on his knees, his back to Chris’ chest. This exposed Randy to everyone and he felt the humiliation wash over him as he assessed his predicament. The toy was still firmly in his pussy and his balls were still gripped tight in Chris’ fist, pulled back between his legs, causing his hard clit to point straight out.
Using his free hand, Chris began to work on Randy’s tits again, as he tugged hard on his balls and grinded his crotch against Randy’s ass to press the toy in deeper. His ass was pressed back on the toy while his chest thrust forward as if he was begging for the abuse on his nipples. Randy was going crazy from the overload of sensations on all parts of his body. He was being used thoroughly for all these men to witness him accept being treated like this by his best friend.
Randy groaned when Chris released his sore nuts from his tight grip, placing the hand instead on Randy’s forehead and pulling it back against Chris’ shoulder. He wiped the sweat from his balls down Randy’s face and inserted his thumb into Randy’s mouth and held it open awkwardly. Chris turned his head to the left and Randy saw Craig standing next to Chris, caressing his back and encouraging him to keep going.
As Chris went back to working one nipple and then the other, Randy moaned around the thumb hooked in the corner of his mouth. He now was made to look forward and saw Calvin and Alex both standing there watching and enjoying the show along with the other guys. His nipples felt raw and he struggled against the toy impaling him, but Chris held him firmly under the chin with the thumb still in his mouth.
“You aren’t being forced, faggot. You don’t stop me no matter how rough I use you or how deeply I humiliate you,” Chris punctuated this by twisting one nipple and then the other, thrusting forward on the toy. Randy groaned, “You want all these Men to witness you submitting to me like this. It’s only getting you harder. You like being displayed as my bitch, faggot?”
“Yes Sir,” Randy loudly responded around the thumb, his voice cracking, finally understanding that Chris was breaking him down in front of all these men. There was no coming back from this and everyone knew now just what he was.
“It doesn’t matter if it hurts. That just proves you are truly mine to do with as I please,” Chris continued, moving on to tugging Randy’s balls forward so that everyone could see as he squeezed and grinded them in his fist, “The fact that you accept this treatment, take it willingly and allow me to do whatever I want. Shows everyone and most importantly yourself, you are My faggot.”
“Flip over on your back,” Chris ordered, taking all hands off Randy and stepping backwards, “It’s time for you to take my cock in your ass.”
IV
Darren was still spinning from the kiss that he and Jim had just exchanged. And now, Jim was making Darren get naked for him in the back of the pickup. It was a little cold out, but Darren knew better than to hesitate and lose the chance to submit to Jim more than just in his dreams.
How had it gone from a week of torture, thinking Jim would never want to have anything to do with him. With everyone telling him that Jim wasn’t gay and that Darren should be careful of being so transparent with his crush. That Jim might get pissed if others in the school started rumors that Jim was gay too. And now all those fears Darren had were clearly misdirected. Instead of shunning him, Jim was ready to claim him.
Darren stood there trembling slightly, partly from the chill in the air but mostly from feeling nervous and excited at being naked in front of Jim. Displayed to this man he had wanted to submit to from the moment he saw his neighbor. Jim towered over him, fully clothed and looking Darren up and down as he closely inspected him like the boy was property. He brushed a hand across Darren’s smooth chest, gripping a nipple and pinching it lightly. He touched his face, hand to cheek to calm the boy. Jim gave him a reassuring smile before walking behind him. He started at Darren’s slim shoulders and ran both hands down his narrow back, stopping at Darren’s bubble butt.
Jim seemed pleased with his new acquisition, muttering words of approval as Darren whimpered from Jim caressing his ass. He squeezed both cheeks and spread them apart just enough to run a finger across the exposed hole. The young man pressed his tall body up against Darren and reached around the boy, to grip his tiny erection and cup his smooth little balls. He gave Darren’s hardon a single stroke before releasing it and stepping back around.
“Kneel,” Jim instructed in his deep voice, smiling down at Darren as the boy got on his knees before this handsome man, “You are not to suck my cock until I decide, understood boy?”
Darren nodded as Jim grabbed the back of his head in a light but firm grip and brought his face to his crotch. He wagged his hips side to side, rubbing Darren’s face against his very obvious erection hidden under his sweatpants. The boy moaned and parted his lips to kiss at the cock through the fabric. He looked up at Jim, who was watching Darren through the blonde hair hanging in his face. When the fat head of Jim’s cock reached his mouth, Darren wrapped his lips around it through the fabric.
The hand on the back of his head pressed down gently and Darren bent over. Jim kept pushing until the boy’s lips were pressed to Jim’s big feet in sandals. He began to kiss first one and then the other foot, inhaling the scent. Jim took this opportunity to crouch down and lean over Darren to rub at his now spread ass and exposed hole. He pressed his finger to the tight opening but didn’t penetrate it.
“Very nice, boy” Jim praised him, “Now I can see why Sam enjoys fucking you so much.”
He couldn’t help but moan as his neighbor continued to squeeze his ass and tease his hole. It was driving Darren wild and he began to lick at Jim’s toes and even in between them, tasting the musk built up from the day. He switched back from one big foot to the other, making sure to lick and suck at each long toe. Jim wiggled them in Darren’s face and arched his big toe to make it easier for the boy to take it in his mouth and suck on.
“Up on your knees,” Was the next instruction and Darren quickly obeyed, his face back in front of the outline of Jim’s dick, “Pull down my sweatpants.”
Excited to have Jim’s big cock in his mouth, Darren reached forward and gripped the waist of the sweatpants and tugged them down. It was a challenge to get them over both Jim’s fat ass and the massive hard on. Once they were around Jim’s knees, Darren looked up to see that Jim’s precum had soaked through his underwear. Not waiting for permission, he stuck out his tongue and licked at the wet spot and moaned at the sweet taste on his tongue.
“Sniff my balls, boy,” He was told and Darren nodded and had his nose pressed to the fabric, taking deep whiffs and feeling light headed from the aroma enveloping him. Jim reached down and pulled his hairy nuts out of his underwear and gripped them in his fist, rubbing them all over Darren’s face, “I want you to smell like me, boy.”
The sweaty nut sack did a thorough job of covering every inch of Darren’s face and he couldn’t resist sticking out his tongue to taste them. Jim rewarded him and pressed both balls into Darren’s mouth. He lifted Darren’s face up to look at him, the boy’s mouth full of the substantial nuts. The sweat from Jim’s balls had Darren uncontrollably drooling.
Jim pulled his hips back and the nuts plopped out of Darren’s mouth, spit dripping off them. He wanted to taste and suck on them more, but Jim had other plans. He turned, at the same time pulling down his underwear, until a meaty hairy ass was in front of Darren’s face. Not waiting to be told what to do next, Darren rutted his nose in the sweaty crack.
“Fuck yeah, boy,” Jim moaned and chuckled at the boy’s eagerness, “Get in there. Be a good boy and clean your Man’s ripe hole.”
Jim stood in the back of the truck, his hands planted on the roof of the cab, bent over slightly at the waist to give Darren access to his hairy ass. Darren knelt behind Jim, focused on the musky smelling ass in front of him. His hands gripping the thick thighs and he buried his face between the asscheeks.
Over this past summer, Darren had the opportunity to worship many asses, but he thought Jim’s smelled and tasted the most amazing. He was already addicted to the musky odor that was now covering his face. As his tongue brushed along the tight puckered hole, the slightly bitter taste made his mouth water and he pressed his tongue in deeper. Jim seemed to approve of the boy’s efforts, as he pressed his ass back onto Darren’s probing tongue.
He had a few occasions to admire Jim’s naked body and hairy ass, but had never imagined he’d be tasting it like he was right now. In the back of Jim’s truck, parked at the edge of a beautiful point looking out over the valley below. But the only view Darren cared about was the one in front of him.
Although he would have gladly spent hours appreciating that delicious ass, Jim turned around to face Darren. A massive cock hit Darren in the face and he instinctively opened his mouth and stuck out his tongue. But he didn’t take it yet, knowing that he needed permission for that honor. Jim appreciated his restraint and grabbed his rod in his fist and slapped each side of Darren’s face with it before rubbing the head of his cock across the outstretched tongue. More of the precum flooded his taste buds and it took all of Darren’s control to not lean forward to suck the perfect cock resting on his tongue.
“That’s a good boy,” Jim pet the top of Darren’s head, “I love how submissive you are. I felt it when we met, I knew I wanted to dominate you.”
As he spoke, he slid his cock into the open mouth, keeping it pressed down on the boy’s tongue. Darren wrapped his lips around it, but still didn’t move to suck it yet. Instead, he knelt there, letting Jim rock back and forth, fucking his mouth in long slow strokes.
There was a moment where Darren wondered if he was dreaming. Was he really here sucking this beautiful boy’s cock. A boy he’d had a crush on for the last month without any hope of being anything more than friends. And he’d thought over this past week he’d even lost the friendship. He felt tears rolling down his cheeks, and he wasn’t sure if they were from how happy he was in this moment or from Jim now gagging him on his cock as he pressed it to the back of Darren’s throat.
It was apparent that Jim was in control. He held Darren’s head firmly in both hands as he fucked the mouth with urgency. With each stroke, he seemed more desperate and insistent that his cock work its way into the throat. And it finally succeeded, filling Darren’s throat with a fat cock and making the boy gag. Jim enjoyed the pleasure of the convulsions of the boy choking, before finally withdrawing to let Darren gasp for breath. The boy barely had his lungs full before Jim drove back in, cutting off his air supply and pumping his cock even deeper.
This process was repeated so many times that Darren lost track, focused on not passing out. Despite the urge to gag and the sensation of choking, Darren was happy to let this man use him, wanting to be claimed by him. He loved having Jim control him like this, knowing his friend was getting pleasure from the boy’s willingness to be used however Jim wished. He was the dominant to Darren’s submissive.
The pace increased and the long cock withdrew until the head was just at the boy’s lips, then pressed back down the throat until Darren felt the big balls against his chin with his nose buried in Jim’s bush. He had adjusted to the invasion and his gagging had subsided. He felt like he was now just a hole for Jim to enjoy without much resistance.
The cock grew even thicker in his throat and he knew what that meant. Jim’s moans became loader, his thrusts more frantic. A hand encircled Darren’s throat, only accentuating the fat head of the cock as it pumped deep.
“Good fucking boy,” Jim panted as he pulled his cock completely out and began to jerk it off in Darren’s face, “Such a talented cocksucker, god damn. Now keep that mouth open.”
Darren did as he was told and stared up at Jim as the boy urgently yanked on his cock above the outstretched tongue. The handsome face was contorted into a look that seemed to convey both pleasure and pain. He stared directly into Darren’s eyes as he pressed his cock back into the waiting mouth.
They exchanged a look that solidified their positions just as Jim roared like a lion having captured its prey. Jim pressed forward as his cock erupted and Darren felt it pulse as the cum pumped down his throat. He felt at least a half a dozen cumshots until Jim pulled out and coated Darren’s face in cum before he was finally finished.
“You’re mine,” Jim announced as he pulled up his underwear and sweatpants and gathered up Darren’s clothes, “Get in the truck and let’s go home. I’m not done with you.”
V
Randy was quick to obey, excited to finally have Chris fuck him and claim him even if it would be in front of everyone. He had wanted Chris inside him for so long, he imagined he’d be willing to do anything for it. Clenching down on the toy still in his pussy, Randy got onto his back, his feet flat on the mattress toward Chris, legs bent at the knee, staring up into Calvin’s smiling face as he leaned over Randy.
Randy felt Chris grab his ankles and tug him forward and then push him up until Randy was resting on his shoulders on the edge of the mattress. Chris pushed on the back of his legs, bending him over even more, until Randy’s knees were near his face.
“Hold that position,” Chris ordered, and Randy wrapped his arms around his knees, staring up between his own legs at Chris. His cock was still rock hard and pointed directly over his face, a pearl of precum shining at the tip. He could also see the toy poking out of his ass, as his pussy clutched it.
When Chris grabbed his cock and gave it a long slow stroke, Randy couldn’t hold in the moan of pleasure. He saw the drop of precum grow in size and begin to drip from the head of his cock.
“Open your mouth, stick out your tongue,” Chris instructed and Randy complied, “I want you to feed yourself your fag juice.”
Randy watched as the precum descended in a long string until he felt it and tasted it on his tongue. And the stream continued as Chris methodically stroked his cock, milking out more precum right into his mouth. Finally the string broke and the Chris let go of his rigid cock and smacked his balls, making Randy jump and the boys laugh.
More precum dripped into his mouth when Chris yanked the toy from his pussy without warning. Before he could finish groaning from the pain, Chris had shoved the toy between Randy’s lips and worked it in and out a few times for Randy to clean off. He could taste his own ass coating the toy as he tongued it and washed it in his mouth.
Satisfied with Randy’s work, Chris tossed the toy on the mattress next to Randy and gave the faggot’s cock a couple more strokes. As he did that, he pulled his own cock out of his speedo and slapped it against Randy’s now empty pussy, letting him feel how hard Chris was.
“Stroke yourself,” Chris commanded, as he worked one, then two fingers into Randy’s cunt, “But don’t you dare cum without permission. You need to tell me if you are getting close.”
Randy cautiously took his own dick in hand and slowly began to stroke it, feeling close already considering how excited and worked up he was. As he was allowed to play with his clit for the first time in he couldn’t remember how long, Chris spit on Randy’s hole and tried to work in a third and then a fourth finger. He groaned at how much Chris was stretching his hole, but he wasn’t about to ask Chris to stop. Instead, he just continued to stroke his clit, which was harder than ever despite the pain he was enduring.
The boys were commenting on how easily Randy was taking four fingers and observing that it was making his clit drip like a faucet, right into Randy’s still open mouth. Chris took the fag’s clit away from Randy and began to stroke it aggressively as he continued to work four fingers into the cunt to get it ready for his cock. Despite how close he felt to orgasm, Chris nearly fisting his ass kept Randy from getting to the edge.
“Tell me you want it,” Chris stared down at Randy as precum drooled into the faggot’s open mouth, ”I don’t want anyone to think you were forced into this. Beg me for my cock.”
“Please Sir,” Randy moaned, his mind feeling blank and obedient as Chris worked his hole and his cock, “Please fuck your bitch. Allow me to feel your cock in my pussy, please Sir”
“Good faggot,” Chris sounded pleased, as he let go of Randy’s clit and withdrew his fingers from the gaping hole. He gripped the fag’s balls in between two fingers and pulled them up and away from Randy’s body, causing the bitch to strain up to release the tension. Chris began to swat at the balls repeatedly as Randy squirmed and squealed, his arms hooked behind his legs holding them to the mattress. His hard cock bobbed above his face and dripped from the beating his balls were taking.
It stung when Chris swatted at Randy’s hole with an open palm before slipping two fingers in easily and yanking up on his balls. Then without any ceremony, Chris thumped his hard cock against his best friend’s asshole and pushed the head down, popping into the cunt presented before him. Randy had never felt more like a faggot as Chris fucked Randy for the first time, in this incredibly humiliating position to show all the real men around how pathetic he really was.
But regardless of the humiliation, it was finally happening. He had Chris’ cock in his ass and was being fucked by him. After wanting it so badly, he now knew how it felt to have his hole filled by this man. Chris had a steady pace going as he pumped his cock into the faggot beneath him and was setting a similar rhythm as he grabbed Randy’s hard cock and stroked it above his face.
“Such a big clit,” Chris commented, as he pulled Randy’s cock straight up and stroked it as he stroked his own cock in Randy’s pussy, “Seems wasted on a faggot. But that clit and pussy, along with the rest of you belong to me now. Understood?”
“Yes Sir,” Randy confirmed, as he moaned and whimpered and felt his hole expanding and an orgasm inching closer.
Craig stood next to Chris, rubbing his back and whispering something in ear. Chris looked at him and nodded, just before Craig leaned in and kissed him. Randy watched as the two made out in front of everyone while Chris continued to fuck his pussy and stroke his clit.
“You stroke,” Chris ordered, releasing the clit and letting it slap down against Randy’s stomach, “I want you ready to cum, but only when I say. Tell me once you are close faggot.”
After so many times not being allowed to cum, now he was being ordered to cum. It was confusing to be stroking himself and trying to get close to orgasm but having to wait to shoot. And he found it difficult to get close while he was being fucked by Chris.
As Randy stroked his clit, Chris extracted his cock only to replace it with four fingers which sank into Randy easily now. Everyone watched as Chris easily stretched him open. He pushed back in his cock, while his four fingers were still inside. Randy moaned and whined from being so full and stretched open so wide. As he stroked, he felt the orgasm pull back as his hole got aggressively fucked.
“Open your legs,” Chris demand, pulling out his fingers while continuing to drive his cock deep into his bitch, “Let me see, let everyone see that face as you take my cock in your cunt.”
“Oh fuck, oh fuck,” Randy moaned and grunted. If it was possible, Chris fucked him even harder and Randy felt an orgasm approaching. Chris slammed his cock in to the hilt and smacked Randy’s balls hard and reached down to pinch his nipples. Randy’s orgasm receded and he moaned and twisted trying to get away from the abuse.
“That’s for being a dirty whore,” Chris spit into Randy’s face, pulling the nipples away from his chest, “Letting my brother and friends fuck you before you offered your cunt to me.”
Randy felt the shame added to the pain he was experiencing, as Chris released his tits and began pounding his cunt again. He reached down and wiped his spit and Randy’s clit drippings all over the faggot’s face. And yet despite all that, Randy once again felt an orgasm building. As Chris drove his cock deep into Randy, he frantically pulled on his own clit.
“I’m going to cum, Sir,” Randy announced, trying to concentrate on not allowing his orgasm to pull back again. He felt the familiar sensation of the pressure building up in his balls and groin. He tried to ignore that he was being fucked publicly in such a degrading position.
“Open your mouth,” Chris ordered as he slammed into Randy in long strokes, pulling almost all the way out before driving back in to the balls, “Beg me to cum inside your pussy.”
“Oh please Sir, please let me have your cum,” Randy pleaded, as he inched closer to the edge.
The way Chris was fucking him was wild and relentless, determined to get off inside the faggot’s cunt. He pushed Randy’s hand off his own clit and took over the milking. Randy felt the cum crawl back into his balls at the change and he concentrated to get back to the edge and be ready to orgasm for Chris.The whimpering coming from Randy must have sounded so pathetic to all the men observing the faggot. Taking his friend’s cock while having his own dick milked. Unable to quite reach orgasm from all the stimulation despite how desperately he wanted to cum.
“Oh god, oh please,” Randy panted, the whimpers sounding like a puppy desperate for attention, “I am so close, Sir.”
“Cum for me, faggot,” Chris demanded, “Shoot that worthless load.”
On that command, Randy’s body convulsed as if he was having an orgasm but nothing came out except a small dollop of cum that plopped on his tongue. He whined and moaned and tried to fuck Chris’ fist gripping his clit while Chris fucked his ass. His balls actually ached and his dick seemed as if it would shoot at any moment, but nothing happened. He moaned in frustration as the orgasm continued to allude him.
He felt Chris’ thick cock spasm in his cunt and the hot cum firing off into his pussy just a moment before Chris shouted and groaned, pumping his load into his faggot. As Chris forced his cock in even deeper and drained his seed into his bitch, Randy felt like he suddenly had to piss and his clit began to pour cum out in a stream. It wasn’t shooting out of his cock like it did when he ejaculated, instead it had been milked out of him.
“There we go,” Chris moaned, while the men in the room cheered him on while watching Randy struggle, “Good boy.”
As soon as the cum began to spill from his clit, Chris removed his hand and stopped all sensation, frustrating Randy even more. He reached up and took his cock in hand to stroke it desperately, but there was no orgasm to be had for him. He could feel Chris still dumping his load into his pussy, as cum drooled out and coated his tongue and face. Randy was nearly in tears of both frustration and joy. He could feel Chris’ still hard cock pulsing inside him, having finished emptying his balls into the faggot. He had finally been fucked and bred by Chris and he was happier than he’d been in awhile.
“Did that feel good, faggot,” Chris asked, extracting his cock, at which point another small glob of cum spurted out of Randy’s clit into his mouth, “Ah, look at your little orgasm. Swallow all that cum for me like a good boy.”
Randy did as told and swallowed the watery fluid that had filled his mouth. He grimaced at the taste. Chris stepped back and Randy was allowed to lower his body to the mattress and lay flat on his back. He could feel some of Chris’ cum seeping out of his loose cunt, as he stared up at the man who he had wanted for so long to fuck him.
“That was the last time you will cum like a man by masturbating yourself,” Chris informed Randy, smirking down seeming to understand that what Randy had just achieved was nothing close to an orgasm, “From this point forward, you are not to touch that useless fag dick. Understood? From now on, you only get milked. You are my faggot and everyone here knows it. And now that I’ve bred you, I think it’s only appropriate that the rest of the men get a chance.”
Note from the author:
As always, thank you for those who have written me to let me know you wanted the story to continue. I apologize for the huge gap since the last chapter. I am dealing with struggles in many aspects of life that left me not feeling inspired to write. Even still, I continued to think about what I imagined would happen in the story and just recently felt ready to get back to it. I hope you enjoy and feel it was worth the wait. I will start immediately on the next chapter.
Thank you for those who have encouraged me through emails or comments or even just voting on the story to show you want more.