josh propositions tyler and exploits his flexibility. also worked a jockstrap kink in because you know, why not (for a request) ;-p
ps - i know i have a huge surplus of bottom tyler and i said i’d do some bottom josh, don’t think i forgot.
when josh got off from work, it was his job to pick up his younger sister from ballet practice. it was in a somewhat shady part of the city, and she was not allowed to take the bus home because it would be getting dark by the time her class was over. his mom never understood the dyed hair, the make up, tattoos, and piercings. But she figured it was the least josh could do, was use his intimidating looks to protect his sister and allow her to fulfill her dream.
josh was a high school drop out in his early twenties. he never really outgrew his rebellious phase. his parents wanted him to go to college, so instead he picked up a full-time job as a bartender to support his bachelor pad, supplementing his income selling drugs. they also wanted him to find a girl and settle down and have a family. but instead he got drunk every weekend, bringing strange guys home to fuck before practically shoving them out the door. he had been to jail a few times for petty crimes, mostly to do with misdemeanors, drugs, or stealing. but he worked out and fought dirty, so no one fucked with him.
josh’s phone buzzed when he was standing outside having a smoke before getting in his car. he sighed when he seen the text was from his sister, and he realized he was running late. he dropped the cigarette on the ground and stomped it before getting in his beat up car and driving to the city. it was a friday, so he was beyond tired from the work week and ready to party. but this was his last obligation.
sorry sis, just lost track of time
josh texted while parked at a red light. a car behind him honked as soon as the light turned green. so josh rolled down his window to flip off the cunt, then turned his music up.
josh pulled up beside the building to see his sister standing next to a guy he never seen before. he parked and took in the guy’s appearance, finding it hard to peel his eyes from him. his sister waved, which broke him out of his trance. then he realized she was walking to his car with the guy.
“thanks josh. oh, by the way, this is tyler. is it alright if you give him a ride home? his mom forgot to pick him up.” she asked. josh looked at tyler, a tall, thin boy with soft lips, doe eyes, and dark features. his expression looked vulnerable and apologetic, maybe even a little scared.
“yeah i guess” josh answered with a shrug, “get in.”
josh’s sister got in the front seat, and he watched in the rear view mirror as tyler climbed into the back. he looked down timidly and blushed when he caught josh’s piercing eyes staring at him in the mirror.
“thank you, josh, f-for the ride” tyler said politely. josh nodded to him in the mirror before starting his car.
“so how old are you, tyler?” josh asked after a few minutes of driving.
“i’ll be 21 december 2nd” tyler answered, curious as to why josh was asking. josh did the math in his head, realizing tyler wouldn’t be old enough to drink for another 2 months.
“why do you ask?” tyler asked finally, smiling a little. josh’s sister felt slightly awkward with her big brother hitting on her friend. but tyler didn’t seem to be aware at all. josh smiled at him, playfully winking through the mirror.
“i guess getting you drunk is out, for now at least” josh mumbled. his sister made a disgusted look and turned to face tyler.
“i’m sorry he’s like this. he can be kind of forward” she apologized. tyler just shook his head, his cheeks still flushed.
“it’s fine. how old are you, josh?” tyler asked. josh liked how this guy seemed to be awfully bold for wearing a floral kimono and tights.
“i turned 24 a few months ago.” josh answered.
“oh, i like older men” tyler joked. josh felt a rush of something he hadn’t known existed at tyler’s voice. maybe because it was the first time in a while he’s picked up on someone without being drunk.
“yeah, well i like younger men,” josh said. “would you like to check out my place instead? i got video games and weed.”
“oh my god josh, are you actually bribing him?” his sister asked, appalled at how this was going. she’d never seen this pliant side of tyler.
“wow. i’ve never smoked weed, but do you have mario kart? i love mario kart” tyler said, bouncing in his seat a little. he was warming up to josh quickly.
“yeah, i have mario kart. so you down?” josh asked glancing between tyler’s beautiful reflection and the street.
“umm…..okay, i’m down! i’ll just text my mom and tell her i’ll be at a friend’s” tyler said. josh smiled at his innocence, and his sister just crossed her arms and stared out the window.
josh dropped his sister off at home, and she gave him a warning look. she knew of josh’s fuckboy ways and didn’t like the idea of innocent tyler being swept into it. she knew tyler was sensitive at heart, and probably looked up to josh in a way for being a badass. she really didn’t want him to be some hook-up and get his heart broken.
josh asked tyler if he was hungry, which his reply was that he was starving, but he could only have salad with lean protein. josh gave him a funny look, but ordered the grilled chicken salad for tyler and a quarter pounder with cheese for himself.
“so what’s with that? are you always so strict with what you eat? i mean you’re already pretty thin” josh said, looking over him with concern.
“yeah, there are strict guidelines that i have to maintain a certain weight and train hard. i can’t have my system clogged up with junk. it’s just part of it” tyler answered, shrugging. josh took a huge bite of his burger.
“so how do you train, isn’t it just twirling in tutu’s ‘n shit?” josh asked with his mouth still full. tyler shot him an appalled look and josh laughed.
“i do NOT wear a tutu. males just wear tights, thank you very much”
“you don’t mind your junk showing like that? you know people are checking you out” josh asked, grinning at him. tyler rolled his eyes.
“dude, you really have no idea, do you?” tyler asked.
“what do you mean?”
“i wear a jockstrap, so it’s not like too obvious. also i need to wear tights so i can stretch and move freely.” tyler explained. josh almost crashed the car with the images tyler was putting into his head and he just let out a little “hmm”.
at josh’s place, josh offered tyler to sit on the shabby but comfortable sofa in front of the t.v. “it’s not much, but it’s my own. i’ll turn on the game” josh said. when tyler turned his back to take off his kimono, josh got his first look at tyler’s long, slender legs and ass in those tights and his jaw dropped. he wanted to run his hands over them, but he went back to focusing on the game before tyler seen him staring. tyler took off his sweaty shirt as well, draping it over the arm of the sofa. josh turned around to see tyler’s body on full display for him.
“fuck” josh grunted, taking in tyler’s lean frame and tattoos. from how tyler looked in clothes, he never would’ve pictured him to have tattoos or any kind of tone. tyler flushed, eyes glossy as josh shamelessly eye-fucked him. josh’s gaze rested on the sizable bulge between his thighs.
“goddamn” josh reiterated, “well let me see you in that jock strap.” josh said in a deeper voice. tyler stood up, giving a slow striptease as he pulled his tights off. josh’s breath hitched at the sight of the happy trail and bush peaking out at the top of the waistband being pulled down slightly by tyler’s interested dick. josh sat back on his knees, palming himself.
“turn around, let me see that ass” josh said, and tyler laughed softly. he did as he was told, turning his back to josh and letting him see how the strap framed his firm, round ass. josh let out a low growl, palming himself harder.
“we’ll play the game, but you’re wearing nothing but this” josh said.
“what about you?” tyler asked, turning back to face him and sitting back down. josh pulled his t-shirt up over his head and took off his ripped jeans, tossing them aside.
“that’s better. so much better, wow” tyler said, grinning and settling back as josh sat next to him in his briefs. he handed tyler a remote and they started a game.
after losing to tyler for a 4th round, josh asked tyler if he’d like something to drink.
“just water, thanks” tyler answered. he watched josh get up and walk to his kitchen, checking out his muscular back. josh came back with a bottle of water and also handed tyler a joint.
“what’s this for?” tyler asked, holding it between his thumb and forefinger.
“are you kidding? put this in your lips and suck, then inhale the smoke” josh said.
“well i never smoked before”
“you’ll like it, i promise” josh said, lighting his own joint and taking a puff in front of tyler. josh held the lighter up to tyler’s and lit the end of the joint. tyler inhaled, taking as much as he could. but it burned, so he started coughing. josh put his hand on his back, rubbing up and down.
“you okay? here, take a drink.” josh said, and opened tyler’s water for him, holding it to his lips. tyler drank the water, eyes still closed and put his hand on josh’s to signal he was done. finally tyler opened his eyes to look at josh, and josh started giggling.
“what?” tyler asked, sounding confused. he stared at josh’s face, really taking in his features for the first time. it hit him that he was sitting almost naked next to a very attractive man who was also almost naked. and he wanted to kiss him.
“you are so fucking high. your eyes are bloodshot” josh said. game forgotten, tyler made his move, crashing his lips to josh’s. he slipped his tongue into josh’s mouth, desperately sucking and moaning at his taste. josh rubbed tyler’s thighs as he moved to straddle his lap. he continued kissing along josh’s jawline and down his neck.
“damn baby, this seems to bring out the freak in you” josh laughed, running his fingers through tyler’s hair as he placed kisses along his collarbone and shoulder.
“i want you to fuck me, josh. i want you to choke me” tyler whispered, grazing his fingers down josh’s pec. josh grabbed tyler’s ass and hoisted him up, laying him back against the couch.
“you want me to do this, huh” josh said, bringing his large hand around tyler’s neck. tyler stared into his eyes, feeling completely helpless in the best way. josh settled between tyler’s thighs, kissing him while tightening his hand.
“is it too tight?” josh asked, to which tyler immediately shook his head ‘no’. josh continued kissing tyler’s swollen lips, relishing in the small whimpers and moans pouring out of them. tyler was beginning to feel lightheaded and started grinding up against josh for friction. josh groaned against tyler’s mouth, biting his bottom lip. he could feel how hard tyler was, how turned on he was by what josh was doing.
“you like that? fuck, baby boy” josh said, making tyler whine. he continued grinding their crotches together and brought his fingers to tyler’s lips.
“suck” josh whispered. tyler licked and sucked josh’s fingers, moaning and making a show of it. if josh’s heavy breathing was any sign, his intentions were working.
“how do you want to be fucked?” josh asked, staring intently into tyler’s eyes.
“daddy” tyler whispered, gazing back lovingly and placing his hands on josh’s arms. josh’s eyebrows shot up at this name.
“oh that’s it. let’s see how flexible my little freak is” josh said, pushing his own briefs down and shoving tyler’s knees up to his head. tyler hooked his arms around the backs of his knees, holding them there. josh muttered something before spitting on his fingers and spreading it over his cock.
“mmmmm, yes daddy” tyler moaned as the head of josh’s cock nudged against his hole, beginning to sink in. josh’s mouth fell open as he inched his way to the hilt, hips pressing against tyler’s ass.
“so tight, unbelievable” josh huffed as he entered tyler over and over. he went slowly from tip to base so they could feel every inch of each other. josh lifted tyler’s ass up, bending him more. to josh’s surprise, tyler put his feet behind his head. josh continued fucking him like that, going a little harder.
“right there, oh god daddy yesss” tyler whined. josh’s eyes widened and he sped up, hitting that same spot inside him again and again. he grabbed the hem of tyler’s jockstrap, pulling it down to reveal his rock hard dick and grasping it. he dipped his finger through tyler’s pre-cum, spreading it down his shaft and playing with him while pounding his ass harder.
“alright baby, i wanna see that ass” josh said, remaining deep inside tyler and kissing his lips. tyler kissed back, letting his legs back down and running his fingers through josh’s hair.
“okay daddy” tyler answered, flipping over on his stomach once josh pulled out. josh snapped tyler’s jockstrap, causing tyler to whimper and buck his ass up. he grabbed tyler’s ass cheeks, pulling them apart and licking over tyler’s hole.
“such a good boy for me” josh muttered, pulling tyler’s hips up for more access. tyler begged josh for more, rocking back, but josh held him still and bit his ass cheek.
“who’s in charge here?” josh asked, hearing tyler let out a sigh and halting his efforts.
“you are daddy” tyler answered submissively.
“that’s right” josh said, going back to eating tyler out while stroking his own cock. he reached around to squeeze tyler’s dick through the jockstrap and didn’t stop eating him until he felt tyler trembling. he also knew tyler was close because he was moaning louder.
“shhhh baby do you want everyone to know you’re being fucked like a little slut?” josh asked, placing kisses up tyler’s back and rubbing his hips.
“yes, daddy i’m you’re slut and i want everyone to know it” tyler answered. josh appreciated his honesty, laughing slightly at his attitude.
“well come here, i want you to ride me. i wanna see what you can do with that hot little body” josh said, turning tyler back to face him and laying back. tyler seen this as his opportunity to take control and worship josh the way he wanted to so badly. he rested his knee between josh’s legs, leaning over to kiss him before licking and sucking josh’s nipple.
“show me what those pretty lips can do to me baby, come on” josh urged him.
“oh i will” tyler answered, traveling his way down and planting little kisses to josh’s heaving stomach. he got to josh’s briefs, sucking his cock out through the hole with his mouth. josh moaned in surprise, grabbing and tugging on tyler’s hair which caused him to suck more aggressively. he massaged josh’s balls through his briefs and gripped the base of his cock, pulling his mouth off josh’s with an exaggerated pop. he let the excess spit building up in his mouth spill over josh’s dick, spreading it up and down while relishing in josh’s satisfied grunts.
“somebody knows what they’re doing. somebody’s had some practice” josh said, gazing at tyler’s face as he tongued at the tip of his dick.
“am i a naughty boy, daddy?” tyler asked, positioning himself where one knee was on the couch beside josh’s legs, and the other leg was hooked over the back of the couch. josh thought the way tyler’s legs were spread looked painful, but tyler didn’t seem to mind at all. he reached behind to grab josh’s cock and ease down on it.
“ooh you are a naughty boy. i might have to spank you” josh said, biting his bottom lip and grunting when tyler began moving his hips up and down. tyler’s head fell back, supporting himself on josh’s knees while riding his cock. josh started caressing tyler’s stomach, thighs, and dick that was falling out of his jockstrap. josh thrust up to meet him, shocking a loud moan out of him.
“so sexy, baby boy” josh praised, holding tyler’s ass and thrusting up. when tyler leaned forward, josh took the hint and wrapped his arms around tyler’s waist, fucking up into him. tyler moaned and sucked hickies into josh’s neck, feeling his orgasm about to peak. both were panting, sweating, and rocking back and forth with each other.
“go for it, baby boy” josh encouraged, tapping tyler’s ass and continuously fucking him.
“josh, daddy, oh my god, so good” tyler babbled incoherently. he lasted maybe 5 more thrusts before he was spilling everywhere, making a mess. josh felt tyler still and something warm and wet dripping onto his skin.
“did my naughty little boy cum for me? jesus you are so fucking hot” josh praised, continuing to ram into him. he turned tyler’s face to his and they kissed as josh reached his peak, cumming deep in tyler’s ass. tyler continued grinding on his cock while kissing him, and josh held onto his ass like he owned it.
“you should stay the night” josh suggested. tyler broke from the kiss.
“really?” tyler asked, staring at him with a dopey smile.
“yes, it’s late. we can shower in the morning. um…would you be down for round 2 after more mario kart?”
“um, sure!” tyler said, laughing. they both sat back up, resuming their game at lap 5.