The Live-In House Boy!
Tyler lay face down on the county jail bunk bed with his shirt pulled up over his head and his jeans down around his ankles with his perfect blond haired, blue eyed jock boy bubble butt framed in a jock strap exposed while he held to the sides of the bed as his head and body rocked back and forth rhythmically as a very drunk and high 23 year old African American man lay naked on top of him rhythmically thrusting his hick black uncut cock into his boy pussy.
Tyler lay still listening to the man making wet, sloppy, huffing, puffing, moaning and groaning sexually charged breathing and anal fucking sounds into the back of his neck when he suddenly grunted out, shoved balls deep and said; “Ugh, ugh, ugh, ah fuck yeah that feels so God damn fucking good, white boy” as he ejaculated inside him.
Joe Barber pumped his black dick into Tyler’s white boy pussy a few more times when Deputy Sheriff Jameson yelled out as he unlocked the jail cell saying; “Joe, God damn it. Get the fuck off that boy. How many God damn fucking times do I have to tell you that our jail cell isn’t a fucking faggot whore house and a place for you to come and get some boy pussy, a meal and a place to sleep for a couple of nights. Get your ass back into your own bunk.”
Deputy Sheriff Jameson pulled Joe off Tyler and pushed the naked drunk black man towards his bunk.
He drunkenly stammered and staggered with his black 4 inch uncut spent dick hanging between his slightly hairy chocolate brown muscled jock boy legs still semi-erect and wet with Tyler’s asshole juices and a few drops of black boy semen still dripping from the piss slit in the mushroom shaped head of his dick. He flopped down on his bunk, let out a sexually satisfied relaxing groan and passed out.
Deputy Sheriff Jameson pulled Tyler into a sitting position and he pulled his shirt down then, stood up and pulled up his jeans snapping and zipping them before buckling his belt.
Tyler Brown is an 20 year old, 5 foot 5 inch, 112 pound, poodle curly, wavy, dirty blond haired, light brown eyed, super cute, adorable, sexy. Model good looks, charming, Caucasian boy with an evil, devilish, greedy, self-centered, “I’m only in it for me”, “Don’t care about anyone but myself”, “Get what I can from you” narcissistic personality.
Deputy Sheriff Jameson looked at Tyler and said; “Your one lucky faggot. Mr. Monroe and Mr. Books have decided that they are going to drop the embezzlement, grand larceny, breaking and entering and robbery charges if you promise to get on a plane right now, leave town and never return. They want you to leave promising you will not tell anyone what you did to them.”
Tyler having been hired as their house boy, spied on them, went through their belongings, stole money, tried to turn them against each other and did everything he could to break up the married couple of 25 years so he could get one of them to marry him and be his Sugar Daddy gave the Deputy an evil devilish smiled and said; “No problem. Just take me to the airport and I’ll buy a ticket and get the hell out of town!”
Tyler got out of Deputy Sheriff Jameson’s car at the airport drop off, put on his backpack and pulling his suitcase with everything he has in the world in it entered the airport. Deputy Sherif Jameson watched as he bought a ticket and escorted him to the terminal and waited with him until he boarded the plane.
He took his seat in the very back of the plane up against the wall and in a few minutes a nice looking older man took a seat beside him. The 60 year old man smiled at Tyler and said a quiet hello.
An hour into their two hour plane ride and Tyler had the man telling him his life story. He soon found out the man was married having seen the expensive solid gold wedding band on his finger and had him telling him about his two sons as well as being married 23 years but Tyler with his manipulative and prying ways could tell the older man was sexually frustrated and was soon discreetly sliding his hand between his legs and gently fondling his cock and balls whispering into the man’s ears saying; “I’m going to get up and go to the airplane restroom. You can follow me in a couple of minutes. I’ll leave the door unlocked. I’ll take care of you. I’ll give you a mind blowing blow job for 50 dollars or a hot piece of ass and a sweet tight piece of boy pussy for 100 dollars.”
he pulled his hand from between the man’s legs after having gotten his penis fully erect at 6 inches.
Five minutes later, he was leaning over the airplane restroom sink with his pants and briefs around his knees with the 60 year old man rhythmically thrusting into his tight boy pussy when he softly grunted out and ejaculated inside Tyler. The man completely finished inside him then, stepped back and pulled his dick out of his butthole. Tyler quickly turned around and said; “Hey, Man for another 50 dollars I’ll clean the asshole pussy sex off your penis so your wife and two kids will never know you fucked a boy’s asshole pussy. I’ll lick and suck every drop of your cum, my asshole cream and boy pussy fuck juices leaving your dick spotless and no one but you and me will ever know you fucked me.”
Tyler brushing his fingers through the man’s silver, snowy white grey dick hair letting his thumb and index finger slip around the base of his penis leaned down and started licking the head and shaft clean then, put the entire dick into his mouth and started masterfully sucking on the old man’s penis and in less than two minutes the man was filling his mouth with a load of old man semen which he greedily drank down like his favorite protein milk shake. When he was sure the old man had completely finished cumming he let his softening penis slip out of his mouth and raised his head smiling at the man licking his lips and wiping his mouth with the back of his hand.
He said; “Yummy! I think the semen of an older man is as tasty as an aged bottle of fine wine or a 10 year old bottle of Irish whiskey.”
Tyler and the old man giggled.
The 60 year old man pulled up his boxers covering the 2.5 inch cut penis hanging between his legs that was completely soft and spotless, free of any signs of anal asshole pussy sex then, pulled up his dress pants fixing them up.
Tyler having pulled up his underwear and pants saw the man take out his wallet. He held out his hand as the old man counted out 500 dollars saying; “That was the best oral blow job and asshole pussy sex of my life and I have been fucking my wife for over 25 years and she has never made me feel so God damn fucking good or drained my balls of every drop of cum. Your one hell of a great cock sucking, cum dump cock whore. Thanks.”
The old man left the restroom with Tyler following him a couple of minutes later.
As they finished the rest of their airplane trip with the old man in a super deep restful peaceful sleep from being fully sexually satisfied, Tyler used his laptop to search the houseboy website in the city he was in route to on the plane. He found a couple named London Humphries and Anthony Evans who had been married for over 15 years living in a place called Rainbow Palace and were looking to hire a live-in houseboy.
He checked out their profile pictures and information and knew they were perfect and were going to be his next targets. He quickly uploaded his application which he had used over and over again for the past three years to get hired by old rich gay married men as their houseboy swindling them out of money and breaking up their marriage sending his resume to London and Anthony.
He had managed to break up 10 married couples and got three of the rich men to marry him. He had put away 100,000 dollars in an off-shore account of money he had embezzled, swindled and downright stolen from the couples he had worked for as their houseboy over the past three years and now he was headed to a new city, Rainbow Palace and a couple of new horny old men ripe for the picking and ripping off. Hopefully, this time he would meet the horny old gay man who would marry him, make him his sole heir, die and leave him a very rich young gay boy!
Tyler sitting in a chair across the coffee table looking like a million dollars in Rainbow Palace penthouse apartment two and every old horny gay man’s dream boy from London and Anthony sitting on their sofa interviewing Tyler for the houseboy job. It only took Tyler a few questions from London and Anthony when he saw the rise and sparkle in their eyes revealing the wild, animalistic, over whelming sexual hunger and desire in their faces for him and his young blond haired, blue eyed jock boy body and he knew he was going to get the job. He also knew London and Anthony would be two very easy targets and he would soon have them fucking him and turning them against each other like he had done countless times before to other old horny married gay couples.
The interviewed ended quickly when London and Anthony saw how fucking cute, adorable and sexy Tyler looked and after quickly going over his duties, signed a contract, stood up, shook hands and Anthony told Tyler that London would show him to his bedroom and get him settled in while he started dinner asking Tyler to join him in the kitchen when he was done in his bedroom.
London Humphries is a 62 year old, 5 foot 11 inch, 165 pound, slightly balding, straight, silver, snowy grey haired, Hazel eyed, aging, slightly overweight, out of shape, hairy, chubby, Caucasian who is the CEO of a car dealership.
Anthony “Tony” Evans is an 60 year old, 5 foot 9 inch, 160 pound, bald on the top and thinning, smokey grey haired around the sides of his head, brown eyed, aging, overweight, chubby, slightly girly and feminine acting African American who was obviously the wife and a drag queen of the couple and in charge of the household.
Tyler knew Tony was the member of the couple he would have to get rid of if he wanted to get London to marry him, become his Sugar Daddy and leave him his millions of dollars when he died.
He grabbed his backpack and London his suitcase pulling it into the spare bedroom. He was pleased at the nice size bedroom with a large double bed, lamp, nightstand, dresser, chest of drawers, TV and small desk with a chair. He sat his backpack on the floor and London his suitcase on the dresser and stepped back. Tyler unzipped his suitcase and started unpacking its contents when he glanced up into the dresser mirror and saw the desperate sexual look on London’s face. London had the looked of a sex starved, frenzied, wild, animal full of lust and desire for his pussy on his face. He looked like a horny Pitt Bull dog who had just sniffed the scent of a female bitch’s receptive pussy that was in full breeding heat. Tyler smiled as he finished unpacking having no doubt that he would have the 62 year old London naked in his bed with his dick up his ass in no time and could start pitting him and Tony against each other starting the process of breaking up their marriage.
He finished unpacking and walked with London into the kitchen where Tony was preparing dinner. London left the kitchen and went into the living room, took a seat in his favorite lazy boy chair, picked up the TV remote and started watching a sports game sipping on a glass of Irish whiskey with ice.
Tyler immediately started to help Tony with preparing dinner showing him that he was comfortable in the kitchen and cooking.
Tony told Tyler that he would help with the housework, cooking, laundry, cleaning and grocery shopping which immediately made him smile because it meant he would be trusted with a credit card and that would get him access to their finances and he could find out how much money London had in the bank.
He soon had Tony talking about his drag queen glory days and started to notice Tony touching his hand, forearm, shoulder and when he was at the kitchen sink washing dishes his upper then, his lower back eventually, moving his hand down and touching and caressing his ass. He knew he would have no problem getting Tony to fuck him then, he could tell London that he felt pressured and forced to let Tony fuck him because he was afraid if he didn’t that he would lose his job.
Tyler would also start snooping around as he worked alongside Tony in the apartment during the day looking for things he could tell London that would put an air of mistrust between them and break up their marriage.
The guys had a delicious meal talking and getting to know each other better then, watched a movie before Tony retired for the night going to bed. Soon, Tyler did the same. He went into his bedroom and stripped then, put on a shiny, silky jet black jock strap and waited about 45 minutes before going back into the living room pretending to be on his way to the kitchen for a glass of water. As he entered the living room he saw London sitting in his lazy boy chair reclined ack wearing a white t-shirt and a pair of blue boxers sipping a glass of whiskey. He locked eyes with London and smiled at him as he passed letting his right hand brush over his smooth, firm, muscled right butt cheek as he walked by him.
A few minutes later, Tyler passed back through the living room with London smiling at him carrying a glass of ice water and said good night, boss as he passed by him.
Tyler took a drink of his water and sat the glass down on the nightstand. He got into bed lying face down, pulled his pillow under his head and folded his arms under his pillow getting comfortable seductively spreading his legs and letting the covers lay over his body with the start of his ass crack showing.
He figured it would only be a matter of time before London came into his bedroom and he was right. Fifteen minutes after he got back into bed he heard London come into his bedroom. He smiled to himself when he felt the thin blanket sliding down his body exposing his ass.
He heard London say “Holy fucking mother of Jesus. God damn baby, you got one fucking pretty ass.”
He heard the sound of fabric being pulled off hairy human skin as London got naked then, the covers slip completely off his body, the bed move and the sensation and warmth from London’s 62 year old, out of shape, chubby, hairy horny, dirty old gay man body move on top of him and his naked pelvis and crotch press firmly up against his bare naked butt cheeks framed in his jet black jock strap.
He knew the first part of his plan was about to be put into action when he felt London’s 6.5 inch, cut, straight as an arrow 4 inch thick cock with a perfectly helmet shaped dick head rest into the crack of his ass and he felt London’s 165 pound old man chubby hairy body press down on top of him with London starting to breathe fast blowing his whiskey scented hot breath on the back and side of his neck. Tyler heard London making a spitting sound then, his right hand push between their bodies. He felt London’s fingers push into the crack of his ass leaving a trail of slippery saliva all the way to his butthole where London smeared his slippery spit around, over and directly into his pussy entrance. He let out a sexy soft low penetrative moan when he felt London’s middle finger push inside his hole.
London whispered into his ear saying; “Ah fuck yeah that pussy is nice and tight. Just the way I like boy pussy. I can already tell that you are gonna be one of our best and most favorite houseboys of all time.”
Tyler felt London pull his finger out of his butthole then, grip his raging rock hard penis and guided the head of his dick into his ass crack. He sucked in a quick gasp of air when he felt the head of London’s dick push firmly up against his pussy entrance and without stopping London pushed every inch of his cock balls deep inside him and immediately started to fuck him thrusting his dick back and forth inside Tyler’s sweet, tight boy pussy until he smashed his face into the side of his neck, groaned out he was gonna fucking breed his pussy and get him pregnant as he ejaculated inside him. London completely finished inside Tyler then, immediately jerked his penis out of his butthole, rolled off him, got out of bed, slipped his feet into his house slippers, picked up his t-shirt and boxers then, left the bedroom. Tyler heard the bathroom door open then, close with the sound of the water starting in the shower. He knew London was washing the asshole pussy anal sex off his dick before getting into bed with Tony.
The next morning he surprise London and Tony with breakfast ready for them when they came out of their bedroom. London went to work and Tyler along with Tony did the house work, cleaning all the rooms and doing the laundry. He took a seat on the sofa beside Tony around 3 pm and they watched Tony’s favorite daytime soap opera then, Tony ask Tyler if he wanted to see some of his famous drag queen show outfits he was wearing when he won the six Tiaras displayed in the shelf in the corner of the living room. He agreed. Soon, Tony had him slipping on dresses over his clothes trying on his outfits slowly hinting for Tyler to try on the dresses with his clothes off. Soon, with Tony touching his body all over he got the message and was ready to put part two of his plan into action and stripped down to his jock strap tempting Tony as he tried on dresses who couldn’t resist and was soon pulling him face down onto his and London’s marriage bed moving naked on top of him with Tyler naked feeling Tony’s 60 year old, hairy, soft, mushy, squishy, overweight, chubby, beer gut belly pressing down on him as he penetrated Tyler and fucked him with his big thick 8 inch uncut black cock until he had ejaculated balls deep inside him, completely finishing inside him then, as he pulled his spent dick out of Tyler’s butthole making him promise not to tell London that they fucked.
Tyler spent the next three weeks secretly getting fucked by both London and Tony and spying on them finding out London had 50 million dollars and Tony was in his will to inherit all of the money if he died.
He was also going out to the gay bar on Friday and Saturday nights for fun and to get away from the constant leering from London and Tony and just relax and have fun. He would drink, dance and meet new people but never had sex with anyone. There was one cute, sexy Asian boy that hit on him every night he saw him at the club continuing to try to get into Tyler’s pants and although Tyler found him cute and sexy he didn’t want to complicate matters with a boyfriend while trying to get London and tony to fuck him and break them up so, he always turned down Craig Bently, the Asian boy who had a massive crush on Tyler. He hung out with Craig at the club visiting, drinking, dancing and having fun with him but no sex.
He also met other gays at the club but he knew that as soon as he got home London would come into his bedroom and fuck him after being out at the club so, he didn’t want London to smell the sex or cum of another boy on him or find his pussy full of a load from another boy’s balls so, he didn’t have sex with anyone at the club.
Tyler lying face down with his naked body rocking rhythmically back and forth in timing with London’s fucking motion when London said; “Ah fuck, ugh, ugh, ugh, ugh, I’m cumming inside you and it feels so God damn fucking good, baby.” London completely finished inside him then, rolled off him onto his back beside him. He rolled onto his side facing London leaning in and tenderly kissed him letting his fingers brush through the silver grey hair on London’s chest, down to his belly and started fondling his softening spent penis. Tyler looked at London and said; “I got something difficult to tell you. I really like you. I like working for you. I like being your houseboy. I love this dick and the way you fuck me and don’t want to hurt you or mess up our time together and the way you make love to me. I also like Tony.”
Tyler paused and moved his head between London’s legs and started licking and sucking on his soft penis cleaning the few drops of semen that seeped out the piss slit in the head of his dick and sucking his dick free of Tyler’s asshole fuck cream and his boy pussy fuck juices.
London let Tyler finish cleaning his dick then, pulled him up saying; “Alright, thanks for cleaning my dick free of our anal asshole fucking sex but there is something on your mind and I want you to tell me what it is, right now!”
Tyler said; “Again, I really like you and love the way you fuck me and I don’t want to cause any trouble between you and Tony but I have to tell you that Tony has been fucking me every day for the past three weeks. I’m sorry. I don’t want to hurt you or cause trouble but I also don’t want to lose my job or you fucking me and I can’t lie or hide the fact that Tony is fucking me behind your back and I feel like I have to let him have some pussy or I’ll lose my job!.”
Tyler acting upset and on the verge of tears said “I’m sorry. I just don’t know what to do!”
He covered his face with his hands and performed his well-practiced fake sobbing and crying act.
London pulled Tyler into a kiss then, said; “Don’t worry, baby. I’ll take care of everything and you will not lose your job or what we have together in bed. I promise you that I’m not going to let that sweet, tight boy pussy of yours get away from me. So, you can relax and stop crying.”
Tyler said; “I also have to tell you that I think he is falling in love with me and is planning to leave you and ask me to come with him so we can get married. I have noticed him on his computer during the day working with the bank accounts. I’m not sure what he is doing but it looks like he is hiding away money so, when he asks me to leave and he divorces you he will have money to take care of us. I hope I’m wrong but I like you very much and love what we have together and don’t want you to get hurt. I would rather you break up with Tony and us be together than, me leaving with him. I would love to be your boyfriend, lover and maybe even your husband someday!”
London said; “Don’t worry your pretty little blond head, baby. Everything will be alright. I’m gonna take good care of you, that hot ass of yours and the sweet, tight boy pussy between those beautiful jock boy butt cheeks!”
London left Tyler’s bedroom going into the Master bedroom.
Tyler lay smiling, listening and wondering what was being said between London and Tony and what was going to happen next. He was hoping he had done a good enough job to place a wedge between them and put his plan into action of getting London to divorce Tony.
Three days later nothing had changed and Tyler was frustrated that his news of Tony fucking him hadn’t caused any friction between them. Everything seemed the same. So, he decided to put another one of his tricks into action.
London and Tony had gone out of town for the weekend leaving him alone at the penthouse apartment. He sent the time working on getting into London’s bank accounts and moving money around hiding it from London and embezzling money from him and Tony putting the money into his off-shore account. He managed to move and re-locate 100,000 dollars from several of London’s accounts thinking he had covered his tracks like he had done many times before stealing from his employers.
A week later, still no change even after he continued to tell London that he thought Tony was going to leave him and Tyler was getting impatient so, on Friday he dressed up and went to the club but this time with a different plan on his mind.
He was sitting at the bar drinking a glass of whiskey when Craig walked up and said; “A man after my own heart. I’m dying for a glass of Irish whiskey on the rocks.”
He immediately put his plan into action and reaching out touching Craig’s forearm lightly caressing it locked eyes with him and said; “It’s my turn to treat you. Let me buy your first drink.”
Tyler let his hand rest on Craig’s forearm then, slide under his arm to his upper thigh and between his legs gently cupping and softly squeezing his genitals. He fondled his Asian cock and balls saying; “Besides I think it’s time we got to know each other a little better. You know get intimate!”
Craig couldn’t believe his ears. After, several weeks of practically getting on his knees and begging Tyler for some pussy his fantasy and sexual dream was finally coming true.
He said; “Forget that God damn fucking glass of whiskey. C’mon baby, let’s go fuck!”
He took Tyler’s hand and walked him out of the bar into the back corner of the parking lot where he always parked his car in a private and remote area from the club in case he got lucky and got a boy to give him some pussy. He opened the door to the back seat of his car and moved Tyler in front of the door moving behind him. Craig gripped Tyler’s shirt and pulled it off over his head then, unbuckled his belt, unsnapped his jeans, unzipped them, pushed his pants and underwear down around his ankles then, gently pushed Tyler into the back seat of his car with him lying face down. Craig in a flash was shirtless and his pants along with his briefs were down around his ankles with him excitedly crawling into the backseat.
Craig not wanting to give Tyler any opportunity to change his mind spit into the palm of his hand and rubbed it over the helmet shaped head of his 6 inch perfect boyfriend, Asian, straight as an arrow, cut penis and the first two inches of his Japanese rock hard dick. Tyler felt the warmth of his naked body move on top of him and his hot breath blowing on the back and side of his neck with the back of his hand pressed against his ass and poking into the crack of Tyler’s ass. He felt Craig guide the head of his penis into the crack of his ass then, up against his pussy entrance. They both let out super sexy penetrative moaning breaths as Craig pushed the head of his penis inside Tyler’s pussy going balls deep.
Craig let out a sexy moan and said “Ah fuck yeah, that boy pussy feels just like I dreamed it would feel. Fuck yeah, that’s some good ass!”
He immediately started to thrust into Tyler’s sweet, tight boy hole.
Craig said; “holy fucking shit, that pussy feels so God damn fucking good. I have been dreaming, wishing and begging for this moment for weeks always getting shot down. I have been jacking off every night thinking about fucking your sweet tight boy pussy like this for weeks and I can’t believe my sexual jack off dream is finally coming true and the feeling is so God damn fucking better than I ever imagined in my dreams and fantasies. This sweet ass and tight pussy of yours feels so God damn fucking out of this world amazing.”
Tyler felt Craig’s fucking motion, thrusting speed and pumping force as well as his breathing, moaning and groaning fucking sounds getting harder, faster and growing more passionate and urgent. he knew Craig was on the verge of cumming. He said; “Fuck yeah Craig, that dick feels so fucking good inside my pussy. I love that Asian dick fucking my boy hole. C’mon baby, give me your God damn fucking hot, steamy, potent, Japanese Asian cum load. Cum inside me and get my boy pussy pregnant with a load of your Asian baby making sperm!”
Craig jack hammer fucking into him, breathing fast and heavy said; “Holy fuck, ah shit, oh fuck, God damn that sweet boy hole, hot ass and tight pussy is gonna make me cum. Ah, ah, ah, shit, fuck, I’m about to cum inside you baby, shit, fuck yeah, I’m gonna fill your pussy full of cum. Fucking take my cum load bitch! Ah fuck yeah, I’m cumming so God damn fucking hard and deep inside your pussy! Ugh, ugh, ugh, ugh, ugh, ugh!”
Tyler felt Craig’s dick swell then, expand for a split second three times followed by three long extended flashes of super white hot heat as he ejaculated inside him.
Craig groaned out saying ah fuck yeah that feels so God damn fucking good as he went limp and relaxed lying still on top of him enjoying his extreme orgasm. Craig completely finished inside Tyler and his dick was starting to soften when he finally, raised up, pulled his penis out of his butthole and spun around sitting up on the car seat with Tyler doing the same.
Tyler moved close to Craig and leaned in softly kissing him as he caressed his chest, belly and softening penis wet with a few drops of semen and his asshole fuck cream and butthole juices. He broke off his kiss and locking eyes with Craig said; “God damn baby, that was fucking amazing. I loved the way you fucked my pussy. You’re a great fucking top and really know how to use that hot Asian Japanese dick of yours so, I know you don’t want this to be the only time you get to fuck me, right?”
Craig excitedly said; “Hell no. Matter of fact if we go back into the club and dance for a while then, I will be ready for another piece of that sweet, tight pussy before we go home.”
Tyler still playing with Craig’s soft penis said; “Before I can give you more pussy I need you to do a favor for me. I mean, I gave you a piece of pussy so, you should be willing to do a favor for me that is if you want the chance to stick that Asian Japanese dick back inside my boy hole again. It only seems fair. I helped you out and gave you some pussy now it’s your turn to help me.”
Craig said; “Sure baby, anything you want. Just name it and I’ll do it for you and especially, if it’s gonna get me some more of that hot ass and sweet, tight pussy of yours and I’ll do it with no questions asks!”
Tyler smiled and moved his head between Craig’s legs and started kissing, licking and sucking on his dick cleaning it free of semen, asshole fuck cream and asshole anal fucking butthole juices. When Tyler had his penis completely clean he lifted his head from between Craig’s legs and said; “Can’t have my baby going dancing with a dirty dick.”
Tyler and Craig giggled then, shared a tongue swapping cum French kiss.
As they started dressing Tyler said; “I live with a married older gay couple in Rainbow Palace and I am their live in houseboy. I like the older husband and want to get the younger sissy, girly, drag queen house wife out of the house so, I can get with the 62 year old man. I want him to fall in love with me and marry me becoming my Sugar Daddy. He is worth 50 million dollars and if I can get him to marry me then, he will leave all that money to me. If you help me break them up then, when the sissy drag queen moves out I will get London to hire you as our houseboy and we can be together behind his back so, when he dies you and I can get married.”
Craig said; “Sounds like a plan. What do I have to do?”
Tyler said; “I need you to seduce the sissy drag queen. Fuck him and film it and send it to London showing him that Tony can’t be trusted and is a cheater.”
Craig said; “So, how do I get him to let me fuck him?”
Tyler said; “He always goes to the drag queen store every Wednesday evening and tries on dresses. I want you to get him to help you try on a dress in one of the changing rooms and fuck him. It will be easy. He loves helping young cute, sexy boys try on dresses and he will loved the idea that such a young boy like yourself is interested in having sex with him.” You’ll have him spreading his legs and your dick up his ass in no time!
Craig started tailing Tony early the next morning with Tony around noon pulling into the parking lot of Bergdoor’s department store which is a clothing and accessories store for drag queens. He followed Tony into the store and walked up beside him as he looked through a rack of dresses.
Tony glanced over at Craig who was looking at him with a pleading, confused look on his face. Tony wearing a long evening gown type dress heard Craig say hello and replied saying; “Hi, baby. Why the glum, confused look?”
Craig said; “After, years of wanting to express the real girl inside me I have finally, been talked into trying to dress up as a girl by my friends. I have always felt I would love being a girl and doing drag so, I’m in Bergdoor’s to buy my first drag queen outfit but I don’t have a God damn fucking idea of what the hell I am doing. I am in desperate need of help from a real honest to God drag queen. Is there any way I could talk you into helping me?”
Tony turned his attention to the rack of dresses and pulled out a bright red dress. He turned to Craig and said; “I think we should start out with trying on this dress.”
He walked Craig to the changing room. They entered the room and stood at the end of a bench. He hung up the dress and told Craig to undress.
Craig kicked off his sneakers, pulled off his shirt with Tony admiring his upper body and caressing his chest, nipples and flat belly as Craig unbuckled his belt and removed his jeans revealing his shiny, silky, jet black jock strap.
Tony admired Craig’s jock while cupping the pouch of his jock strap playing with his cock and balls.
Tony gripped Craig and turned him to face the end of the bench, looked down and seeing his perfect, rounded, firm, smooth, Asian, Japanese jock boy bubble butt framed by the black jock said; “Holy God damn fucking shit, baby. You got one God damn fucking beautiful hot sexy Asian ass. Fuck yeah baby, that’s one fucking pretty Asian butt.”
Craig was surprised that Tony was so interested in his ass and not his dick and even more surprised when he found himself face down on the bench with his legs straddling the bench and his butthole hanging inches off the edge with Tony hiking up his long dress, pulling down the front of his bright red panties, taking out his uncut 8 inch black cock, spitting in his hand and lubing his now raging rock hard chocolate brown dick.
Craig was about to protest when he felt Tony’s left hand press into the small of his back pinning him to the bench then, the spit slippery thick mushroom shaped head of Tony’s penis forcing his Asian Japanese virgin butt cheeks to part then, Tony’s dick head slip past his virgin ass ring and go balls deep inside his pussy. He gripped the edge of the bench as Tony started to thrust hard, deep and fast into his Asian virgin boy pussy. Craig surprised and stunned that he was being fucked just lay still as Tony fucked him and Tony loving the super sweet feel of Craig’s tight virgin Asian pussy couldn’t hole back his cum load for long and in less than a couple of minutes was grunting out as he ejaculated inside Craig officially no longer Asian, Japanese virgin pussy.
He pumped into Craig’s boy hole a few more times and as he pulled his dick out of his butthole said “God damn, baby. Holy shit with a sweet, tight pussy like that you’re gonna be not only a good drag queen but a very popular one. All the girls are gonna love fucking you.”
As Tony stepped back putting his penis back into his panties and lowering his long dress, Craig started to rise up off the bench when he felt a sticky wet sensation in the pouch of his jock strap. He quickly stuck his fingers inside his jock and when he pulled them out they were coated with a layer of pearly Ivory white Asian semen.
He hadn’t realized it but the reason he didn’t feel any first time penetration pain is because he was enjoying the feel of Tony’s dick inside his pussy so, much that he didn’t acknowledge the stinging burning pain and only focused on the heavenly sensation as he had a hands free orgasm from getting anally fucked.
They went on to pick out a drag queen outfit for him before they left.
Craig stood in front of his full length mirror at his apartment admiring himself in his new drag queen outfit when he received a call from Tyler asking him if he had the recording of him fucking Tony.
Craig told Tyler that their plan didn’t work out and he was going to have to try again.
One day later, Craig is lying naked face down in Tony’s and London’s marriage bed with tony rubbing his firm., smooth, Asian jock boy ass cheeks saying; “I really want you to become our houseboy then, we can work on you becoming a top famous drag queen. I think you could win the Miss America Drag Queen contest. All you have to do is let my husband interview you by fucking you and if he likes your sweet, tight Asian, Japanese pussy which I’m sure he will then, you will be hired as our live in houseboy!”
As he talked the bedroom door opened and London walked into the bedroom.
He said; This is Craig. He is the sexy Asian boy I told you that I met at Bergdoor’s yesterday. He wants to interview to be our houseboy and I want him. Please give him an interview and if you like him then, I’ll tell you why we need to fire Tyler and hire Craig!
Craig tightly gripped the top edge of the mattress and bit down on a pillow as he felt the head of London’s penis force open his onetime fucked ass ring and slipped balls deep inside his tight Asian pussy. London fucked him for two minutes and no longer able to hold back his cum load from the heavenly sensation of his sweet, tight Asian boy pussy ejaculated inside him. London still breathing fast rolled off Craig onto his back beside him saying; “Holy fucking mother of Jesus that little Asian bitch is one hell of a great find, Tony. That sweet, super, tight Asian Japanese pussy felt God damn fucking amazing. I am definitely in favor of hiring Craig as our houseboy.”
Craig and Tony went on to tell London what Tyler had been up to and London told Tony that he was beginning to suspect Tyler was stealing from them and was on the verge of firing him anyway.
Tyler lay face down in his jail cell bunk bed with his orange prison jump suit down around his ankles with Julio on top of him thrusting hard, deep an fast. He lay listening to Julio’s anal fucking sounds against the side of his neck and the sensation of Julio’s Mexican cock rubbing back and forth inside his pussy when Julio shoved balls deep and grunted out as he ejaculated inside his butthole. Just then, Deputy Sheriff Roberts walked up to the jail cell door and said; “God damn it Julio, how many times do I have to tell you that my county jail cell isn’t your personal whore house. Get the fuck off that boy and get your nasty ass back in your own bunk.”
Julio raised up pulling his spent dick out of Tyler’s butthole, stood, pulled upped his jumpsuit, looked at Deputy Sheriff Roberts and as he walked over to his bunk said; “I’m sorry Deputy Sheriff Roberts Sir but those cute little white boys and their hot asses just get me going and I can’t resist fucking them. I’ll try to do better.”
Deputy Sheriff Roberts looking at Tyler said; “You need to get up and cover your nakedness. Get up and pull up your orange jumper. Get ready to go because your appointment in front of the judge is in about 30 minutes.”
Deputy Sheriff Roberts turned to look at Tyler and gave him a grin then, said; “I have been doing back ground work on you young man and you might want to get use to lying face down in a prison bunk with your jumpsuit down around your ankles and a hard cock up your ass from what I found out about you because I figure you are gonna get passed around in prison like a two dollar whore. You are in big trouble young man. I figure from the evidence I discovered on you that you are gonna get at least, 20 years with a 15 year mandatory sentence. That’s a long time to get fucked by every prisoner in the prison. C’mon pull up your jumpsuit and cover your naked ass. It’s time for you to go see the judge.”
Tyler received 25 years for his crimes. Craig became London’s and Tony’s houseboy and Tony trained him to be a drag queen and he went on to win the Miss America Drag Queen contest five times!