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---------------------------------------------------------- The College Bet ----------------------------------------------------------
"Amateur?" It was half-question and half-challenge.
John glanced away from the James Bond movie on the television and looked at his friend Ray, on the other end of the couch. "Yes, amateur."
"I am not an amateur bottom." Ray's face expressed a combination of fake pout, fake insult, and genuine amusement.
"If you say so," John replied, turning back towards the television.
"I've had my fair share of dick - you should know, mister friend with benefits." Ray lightly kicked the other man, getting his attention again.
John looked across tangled legs and assessed the other man, both sprawled out on opposite ends of the couch. 'Looks like we'll be finishing the movie another time,' he thought. The college senior had been friends with Ray for three years now, when he ran into he then-freshman at a fraternity party. The "benefits" had started that same night, and he was definitely familiar with his friend's appetite when it came to men. He smirked in response, "I didn't say you were a virgin. Just that you can't take it for the long haul."
The other man's auburn eyebrows knitted in confusion and determination. "Okay, what would it take, in your opinion, to not be an amateur?"
'This should be fun,' though John. "Hmmm... Two hours. If you're not an amateur, you should be able to bottom for two hours without whining about it."
"Two hours??"
"Mmhmm. Amateur."
Ray glared at John, annoyed at having his abilities questioned and debating the challenge. A cheshire grin indicated that he was game. "Okay," his entire demeanor indicated that he was aiming to win. Ray couldn't resist a bet. "Two hours. Blow jobs count?"
John shifted a little, his pants suddenly feeling a bit tighter. "Sure, but not much. It's about bottoming, not a hot dog eating contest."
Ray laughed at the joke, before he twisted his body so that he was sitting upright. Leaning forward, he crawled between John's legs and began playing with his zipper. "Let me know when you've had enough."
John leaned back, arms crossed behind his head, looking forward to the easiest bet he'd ever made. Literally, heads he would win...and he'd be winning tail too. He watched as his pants were undone and pulled down, exposing the boxer-briefs underneath.
Ray pressed his mouth to the purple fabric, nudging into the hardness it concealed. He looked up, smirking as he took the waistband in his teeth and slowly pulled them back, revealing his prize and a favorite toy - John's cock. It popped up, smacking Ray in the jaw before landing on John's stomach. It throbbed as it continued getting bigger and harder. Ray reached out and ran his tongue along it, from base to tip along the thick shaft. Taking it in his hand, he licked the tip like a lollipop for a couple of minutes before sucking it in, between his lips.
He looked up at John as he suckled the head. Once John opened his eyes, Ray maintained eye contact as he sucked hard and pressed down, very slowly making the thick dick disappear inch by inch. John watched, partially enjoying the show and somewhat suffering from its teasing; he resisted the urge to pump his hips up, forcing his cock in sooner. His patience paid off when Ray's lips finally made contact with the base, having engulfed his meat entirely. John closed his eyes and sighed with contentment as he ran his fingers along the back of Ray's head. He heard the other man lightly moan, the sound causing vibrations up and down his pole, especially the head which was firmly buried into the back of Ray's throat. He could feel it flex inside Ray's mouth, and he began a light pumping motion, trying to cram inside even further.
Ray placed his hand flat on John's hip, preventing the man from thrusting down his throat. He began sliding his mouth up and down, building speed until he'd worked his way up to "full blowjob mode", as John liked to think of it. He knew that the younger man could lose track of time and the world, fully engaged in the act of giving head, everything else disappearing except the cock running in and out of his jaw. And not that me minded one bit...in fact, he rather enjoyed the fruits of Ray's labor.
Ray was lost to the world; the only thing that existed was the taste of John's flesh against his tongue and the musky scent filling his nose. He didn't stick with any technique for very long; for a few moments he would have the head between his lips while playing his tongue back and forth, then he'd be deep-throating the entire piece of meat. Occasionally he'd pull off and give the shaft a good tongue-bathing, as well as the heavy nuts below.
A while passed with John stretched out, head back on a pillow, enjoying Ray's oral efforts between his legs. Opening his eyes, he noticed the clock and saw that a half hour had passed. Reaching down, he ran his fingers through Ray's hair...then gripped it and pulled the man's face down, burying his cock and grinding his hips up for a moment before holding Ray's jaw and pulling his own cock out of his friend's mouth.
Ray looked up at him, puzzled. "Time to switch - it's been a half hour," John explained with a wink. The other man nodded as he stood up. "Ahh, ok. That works - my jaw was getting a little sore."
"Hate to break it to ya, but something else is about to get a lot more sore," John replied, untangling his feet from his jeans and underwear.
"Promise?" Ray smirked and then bounced off, disappearing into the bedroom.
'Cocky bastard - gotta love him.' John's shirt landed on top of his jeans and underwear, his raging hard cock bouncing in front of him as he made his way to the bedroom as well.
He came to a halt upon entering the room. Ray had already removed his clothing and was lying down on the bed in his underwear, torso propped up on the pillows with his hands crossed behind his head, legs spread invitingly. "Are you wearing...?" Ray lifted one leg into the air, exposing a bare butt check. "A jock brief? Yes."
John's already-hard manhood throbbed, becoming impossibly harder. "I think I hate you," he growled with a fake glare. Ray lowered his foot back down to the mattress and then brought it back towards his hip, his knee up in the air. The movement exposed a hint of bare ass and crack, nestled between the mattress and the blue pouch which was straining from his own hard-on. "You know you love it."
John ignored him and closed the distance from the door to the bed. Lifting Ray's foot again, he gave a firm swat to the uncovered cheek. "Maybe," he grinned. Ray flinched a little from the swat before returning the grin. Wresting his foot free, he placed it against John's chest and gave a good push. Obligingly, John fell into his back, sprawled across the mattress. Ray pounced, landing on top of John and straddling him, rocking side to side on his knees, smiling broadly. "Maybe, huh?"
John played with the other man. "Mmhmm. Maybe." Now Ray gave his own fake glare, which shifted to a plotting expression before giving way to his natural look of mischief. Shifting his weight, his ass made its way back until it made contact with something hard; John's cock was quickly nestled against Ray's butt like a hot dog in a bun. Slowly, Ray began moving his hips, so that the tip of John's dick slid up and down the crack of his ass, slowly at first but with a slightly increasing speed and firmness. John have out a slight moan when he felt his cock head nudge up against Ray's hole, before sliding back up again. Once again, his cock brushed against the entrance into Ray's ass, over and over, each time a little longer. Ray moaned as well, causing John to open his eyes again. The bottom sat there, rocking his hips, grinding on the end of John's pole. Eyes closed and head tilted back, he was biting his lower lip with pleasure...pleasure which was also evident by the stretched out material of his underwear. John ran his hands up the other man's thighs and reached further, grabbing an ass cheek in each hand. Ray pushed back harder, enjoying the feeling of John's hardness...and then the tip was inside of him. The bottom sighed and ground down, taking the rest of John's cock head inside of him. John squeezed Ray's ass in his hands, preventing it from going further. The younger man lowered his body down against John's, nuzzling his face into John's neck. "Oh god, how does your dick always feel so damn good?" He groaned while flexing his ass, causing it to squeeze John's still-embedded tip; it was so tempting for John to grab his friend's hips and impale the hungry bottom, giving him what he wanted. John obliged him by sliding the head in and out a few tines before withdrawing. Grabbing a handful of hair, he tugged his friend's face up and kissed him deeply. "Get the condoms and lube."
Ray rolled off and over to the edge of the bed, where he rummaged through the nightstand. John sat up on his knees and moved behind Ray, waiting. When his friend had found what he was looking for and closed the drawer, John grabbed him by the hips and pulled him back, so that Ray was on his hands and knees. Leaning forward, he took the condoms and lube...while grinding his hips against the junior's ass, eliciting a moan from below. Settling back, John opened the lube and drizzled some down onto his cock, which he began sliding back and forth, spreading the liquid along Ray's crack. He smacked his meat against Ray's hole a few times before allowing it to rest there for a moment; there was a heat that came from his friend's ass when he was horny that John loved to feel against his hand, and especially against his cock. Teasing, he nudged Ray's entrance and watched as the man gripped the sheets a bit and shifted his hips up, eager to be mounted.
The sound of tearing paper and some rustling filled the room, and then silence...followed by a yelp as John popped the head and first inch of his dick into Ray's ass. He knew that the yelp was more surprise than actual pain - his friend loved being filled, and John was willing to oblige. Back and forth, he ran the first inch or so in and out, pulling out until he could see the rim of his cock head before burying the shaft again. Ray's toes curled against John's calves, signaling his enjoyment. The toes stopped curling and tensed, and fingers gripped into the sheets as John thrust forward, slowly sinking one inch after another of his cock into his friend's ass. The shaft was thicker than the head, and continued to gradually thicken all the way down to the base...one of several reasons that Ray gave for why he loved bottoming for John. "Oh gods, it feels amazing," he'd said more than once. "It keeps stretching me out while you're still filling me up...drives me crazy and feels awesome."
John watched as Ray repeated the sentiment wordlessly, the younger man's fingers entwined into the sheets, the muscles of his back and shoulders flexing with pleasure. He'd curved his back down, toward the bed, causing his hips to swing up as he pushed them back, trying to impale himself more quickly on John's pole, half of which had disappeared. John placed his hands on Ray's cheeks, preventing any further movement back. Spreading them apart, he began sawing back and forth again, loving the sight of his cock being swallowed by his friend's hole, feeling the ass push back against him, eager for more. There were only a couple of inches left when John gave in; he moved his hands up to Ray's hips and gripped them before thrusting forward, burying the last of his thick meat inside. The bottom's shoulder dropped to the mattress, face pressed to the pillow, mouth open, "Fuuuuuuuuuuuuuckkkkkk!"
"Well, yes," John replied. Ray twisted his head so that he could look back. His auburn hair was matted down on his forehead, and his eyes had a half-lost glaze of lust filling them. He smiled as he began crooning about the thick cock inside of him, how much he enjoyed it, and asking to get fucked. John replied with quiet agreement - he withdrew half of his dick and then slowly sank it back in again, grinding his hips into Ray's ass. The other man buried his face back into the sheets and moaned, grinding back.
John decided that prep time was over, and began enjoying the pleasures of Ray's hole earnestly. He no longer sank his cock into his friend, but rammed it in and out. The sounds of skin smacking into skin filled the room, along with grunts, moans, and sighs. Ray begged for more and John ran his hands up and down the man's back, telling him how good it felt to be buried inside of him before pounding the man's ass again.
The fucking went on for some time, the rhythm, speed, and intensity varying. Both men were covered in sweat from the Texas heat and their own physical exertion. John's pace began slowing as his thrusts became harder...signs that Ray well-recognized that John nearing the edge. Glancing at the clock, he saw that two hours hadn't yet passed - he wasn't going to lose the bet on a technicality. Taking control of the situation, he shoved his hips back, burying John's cock inside of him as he pushed up with his arms, bringing his torso up off the bed. He continued to lean up until he was upright, his back was pressed against John's chest. He turned his head back and kissed the other man, slowly moving his hips forward until the several inches of cock were entirely withdrawn.
Turning around, Ray pressed his chest up against John's, grabbing the back of his friend's head and pulling him in, and began nibbling along his neck. His hands roamed around John's back, squeezing his shoulders and his ass, as his mouth moved to John's ear, caressing it with the tip of his tongue. Ray was determined to keep John's arousal up, while bringing his libido back down to Earth. When he was finally satisfied that John's body had calmed down a bit, he brought his hands around to roam on the older man's chest, feeling the sweat-dampened hair underneath his fingertips. John moaned when Ray's fingers found his nipples and tugged. Still nuzzling to John's neck, Ray's hands roamed down again, grasping John by the hips. He tugged again, this time drawing the dark-haired man forward and down toward the bed. As John leaned down, Ray moved back toward the middle of the mattress, guiding John along with him; a moment later, Ray was on his back, legs wrapped around John's waist, happily pinned beneath his friend.
Ray's ankles dug into John's ass, providing a not-subtle hint of what he wanted. John easily understood and readily agreed, guiding his cock between Ray's thighs and burying it once more into the hot and eager hole. Ray moaned happily into John's neck, squeezing his legs against John's waist, silently begging for more.
The two men resumed their fucking, but at a slower pace than before, seeking to pleasure one another. Now that his thrusts were calmer, John was able to enjoy the way that Ray's ass gripped his cock as it stroked in and out. Ray's hands dug into John's shoulders, his lips and teeth playing along the top's neck, ear, and chin. The bottom's toes curled each time the hard shaft plunged inside of him, usually eliciting a groan. He begged for more and John gave it to him, maintaining a slow and steady pace but pounding harder and harder. John lifted himself up on his arms, getting a better angle to begin plowing his friend again. Both ankles found themselves moved up, resting on John's shoulders, granting him easier access to begin slamming his dick in before slowly drawing it out...only to slam it in again. Ray had devolved into speaking gibberish, his hard cock bouncing around in time to John's thrusting. This time it was his own orgasm that threatened to cut their time short. Reluctantly, Ray slid his palm down John's chest and stomach, pausing the other man before gently pushing him away.
Well, gentle for a moment. The next second, he flipped John into his back as straddled him again, his own favorite position. He kissed the other man deeply as he teased the head of his cock again, popping the tip in and out. John was over playing around - he grabbed Ray's hips in his hands and pulled them down while thrusting his own hips up, slamming his rock hard dick into Ray. The auburn-haired man yelped before winking; he placed a hand on each of John's pecs, enjoying the feel of flesh, hair, and muscle. Gripping tighter, he began riding up and down, meeting John's thrusts. John gripped Ray's cock and began stroking him while he continued fucking. His eyes travelled up, enjoying the sight above him. Ray was leaning back, his hands on John's thighs to support himself as he half-rode the dick below him and half-thrust into the hand grasping his own cock. Sweat caused his pale skin to shine, his hair a damp mess plastered to his head, his eyes closed as he bit his lip.
Ray's ass began clamping harder around John's pole, as his shaft began throbbing harder into John's hand. He didn't care a fuck about the clock - his ass was becoming sore, in a way that felt great, and his nuts were screaming for release. As he neared the point of no return, he remembered what John liked best; springing forward, he leaned over John's torso and grabbed himself - three strokes later, he was cumming. John's dark brown chest hair became streaked with white as Ray unloaded his nuts into his friend's chest. As his orgasm abated, Ray's body continued to hover over Jobn's, his own chest heaving as he sought to catch his breath.
He sat back, grinning at John. "How was that?" John ran a hand up and down Ray's thigh, giving it a squeeze. "You're not done just yet, but that was damn good, and..." He glanced at the clock, "two hours and twenty minutes. Good job."
"I told you I wasn't an amateur," Ray replied, sticking out his tongue. John swatted the proud bottom's thigh, preventing him from getting too cocky. "I said you weren't done yet." He was amused by the confused expression on Ray'a face as he flipped the younger man off of him and onto his back. Pulling off the condom, he straddled Ray and inched forward, until his crotch was right in Ray's face. As John began stroking his cock, a look of amusement crept back onto Ray's face as he comprehended John's words and actions. Licking his lips, he pulled himself up slightly, leaning against the pillows, running his hands up and down John's legs. John reached down with his free hand and grabbed the top of Ray's head as he leaned closer, his hand furiously stroking his cock. He yelled out as he began cumming, shots firing through the air and slamming against Ray's face, chin, and neck. The last of it dribbled out, landing on Ray's chest.
"Wow..." Ray hadn't seen John cum like that before. "Impressed?" John asked, his turn to smirk. Ray looked up at him, "Always."
"Good answer." John decided to give Ray what he knew he wanted. Leaning forward, he brought the head of his dick, still wet with cum, up against Ray's chin, smearing it into the cum that had streaked across the red beard. The short hairs tickled and he quickly moved his cock up, bumping it against Ray's mouth. He nudged them twice, teasingly, before pushing more firmly, parting the two lips. Ray latched his mouth onto the still-throbbing meat as it sank further, toward the back of his throat. His hands squeezed the cheeks of John's ass as his jaw worked, swallowing as best he could with his lips wrapped around John's pole. John ran his fingers through Ray's hair, enjoying the sensations before his organ became too sensitive. Slowly, he pulled out, watching as Ray maintained a tight deal with his lips until the head reappeared with an audible popping noise. Ray gave a slow lick along the softening shaft, from head to base, before falling back into the pillows, a satisfied smile on his face.
John lay down next to him on the bed, their feet tangled up, enjoying the feeling of being near one another, and the post-orgasmic bliss, before nudging Ray off of the bed. The two guys definitely needed a nap, but first a shower. And the showers together could be quite a lot of fun...
The End
Thanks for reading. If you enjoyed the story, have feedback or ideas, would love to hear from you. red.cheshire@yahoo.com