Gay Erotic Stories

Jake looked down at Kyle, the cocky college swim team stud whose naked, sinewy form was held fast in padded restraints face down on Jake’s bed. Under Kyle’s belly was a thick pillow that pushed the rounded white mounds of his ass cheeks into sharp relief in the flickering candles on the nightstands. Kneeling next to Kyle, the beefier Jake stroked across Kyle’s broad shoulders and down his back to his quivering ass cheeks. Jake’s dick was already rock hard and oozed a trail of pre-cum over Kyle’s back.

Jake leaned down and whispered into Kyle’s ear, “This is not about me. It’s about you. I will respect your limits. You know the failsafe word, and as soon as you say it, that’s when this role-playing is over. I like my sex sessions tough and hard, but not sadistic.” Kyle whispered back “No, I want this, Jake. But I will let you know if it’s too much. Thanks.” The older Jake kissed the younger Kyle, who was trembling slightly. Kyle sucked on Jake’s tongue like a nursing baby.

It still amazed Jake how he, a 48 year-old, grey-haired, craggy-faced guy got this 22 year-old demigod into his bedroom for a session neither would soon forget.

Kyle was the quintessential golden boy of the respected local university: handsome, self-assured, smart, athletic, tall, and, like most young men his age, oversexed. Kyle was about 6’2” tall, 190 pounds of lean muscle, and on the swim team specialized in the butterfly, so he had huge, taut back muscles, strong arms, and powerful thighs. He had a shock of medium-length red-blond hair, smooth alabaster white skin, and green eyes.

Jake met Kyle by chance at a summer party in the country, on the estate of Jake’s friend Robert. Robert, Jake found out, had business contacts with Kyle’s father, and as matter of professional goodwill Robert invited Kyle. Kyle swaggered into the party, knowing how hot his heroic physique looked in tight slacks and an open-collar shirt unbuttoned to show the flat plates of chest muscles and hardened nipples pushing at the fabric of his shirt. When Jake and Kyle were in line to get a drink from the bartender set up at the end of the pool, they made introductions. But then Kyle brushed him off and returned to the younger guests – male and female – who flirted with him.

Later in the evening, after everyone had knocked back a few drinks, Kyle found himself near Jake. Jake asked him “Enjoying yourself? Found the love of your life?” Kyle smirked and said, “Not looking for the love of my life, just a little fun, no strings attached. And that’s never a problem. I get whenever I want with whomever I want for as long as I want.” Jake raised an eyebrow and asked, his voice dripping with sarcasm, “Really? Who pays whom?”

Kyle, after several drinks and feeling no inhibitions, grinned at Jake, leaned toward him and said “I’ve got a fat, 8-inch dick, and I fuck hard and fast, and leave them begging for more because I play hard to get. I’m on the swim team, and everyone can see through my swimsuit that I’ve got a big piece, and it drives the girls (and the guys) crazy. One guy named Tim on the men’s gymnastic team followed me around the gym for a week until he finally found me alone in the showers. He started teasing me by soaping his body slowly and fondling his nuts and his asshole. It got me hard and he walked over, yanked on my dick, and told me to meet him at his dorm room in 10 minutes. I finished showering, raced out of the locker room to his dorm, and found him naked and hard, waiting for me. I stripped and he sucked my dick until he choked, and then I pushed him face down on the mattress, greased up my dick, mounted his tiny little butt, and plowed him up, down, and around his bed. Tim flailed away at his dick when I fucked him. But I came first, and shot a huge wad up his butt, pulled out, and got dressed while he wanked himself off, whining like a unpaid whore because I wouldn’t help him out. I winked at him and told him “next time” and left. A week later I saw him on the way back from classes and he begged me to come back to his room for a quickie. So I followed him back to his room. This time I just yanked his pants down, spun him around facing his desk, unzipped my pants, greased up my cock and slam-fucked him until I came. I left before he had time to pull up his underwear.”

Jake remarked sarcastically, “Such a gentleman you are. Why do you think he comes back for more?” Kyle replied, “Who cares? I am in control, and he wants my dick to milk with his ass. Maybe he thinks I’ll fall in love with him and we’ll live happily ever after. Nope. Just looking to blast my cum up his ass.”

Kyle continued, “Tim wanted to impress me, I guess, and after our second fuck session, he asked if I would be interested in a three-way with him and another gymnast. I agreed on the spot. We met later in the week, all showered and cleaned up, in Tim’s room. Tim and his buddy Mitch were like twins: 5’8” tall, compact, muscular, and hairless – they were completely shaven, including pubic regions – and had sturdy dicks that were already hard. I walked in, shucked off my clothes, and the two of them attacked my body with their mouths and hands, one sucking my dick and balls, the other with his face pushed up my butt licking my hole. I grabbed their heads and pushed Mitch down on my dick until he swallowed my whole dick, and pushed Tim deep into my ass crack until my butt covered his face. After 10 minutes of this, I ordered them to lie on the bed and suck each other off, and while they were doing that, I took turns fucking first Tim’s then Mitch’s ass. It was like fucking small, split melons. While I was fucking one of them, I was smacking the other’s butt, making him push his dick farther into the other’s mouth. Each squealed like a stuck pig as I rammed my dick into him, and then moaned with disappointment when I pulled out and went to the other one. I was close to coming, and each pleaded with me to come in his ass. Instead, I pulled out and shot my wad into my underwear. I dressed and left while they were trying to make me stay and suck them off or some such nonsense. Not interested.”

Jake listened to this arrogant rant quietly, and then, after a pause, said quietly, “You know what you really need, Kyle? You need to be taught some manners, you need to have the smirk wiped off your face, you need to think of someone else’s satisfaction, and you need to have your ass fucked raw until you are begging for more. You need to have someone take charge and control you for a change.”

“Oh, really? And I bet you think you’re the guy to do it, right?” said Kyle. And then leaned closer to Jake and said, “Nice try, grandpa,” and staggered off for another drink. Jake fumed.

As the party was winding down, it was obvious that Kyle was in no condition to drive, so Jake, who had little to drink over the course of the evening, and switched to water later on, volunteered to drive Kyle home. The next morning, Kyle found himself in his bed, in his underwear, with a throbbing headache. On his desk was Jake’s personal card. Kyle cleaned up, took some aspirin, and then called Jake. Jake explained how he drove him home, let himself into the house, and put Kyle to bed. Kyle thanked him – and after a pause – asked Jake if he would meet him for a coffee.

Later than morning, at the university coffee house, Kyle thanked Jake again, and then apologized for being so insulting. Jake apologized for being so presumptuous with his advice, but said he didn’t want Kyle to go through life being known as a heartless jerk. Kyle then astonished Jake by saying, “Well, actually, when I thought about what you said, it made me kind of excited. In fact, I jacked off under the shower thinking about it.” Jake couldn’t believe what he was hearing. “So, what does this mean?” he asked. Kyle answered, “I wouldn’t mind having someone else taking charge during sex, or doing something more exciting than quick fucks, except I’m scared of things getting out of control.”

Jake sighed and said, “Kyle, part of the fun is helping others get their nut, too. And if you have a little fantasy, you can do all kinds of role-playing, which can also be fun. But if you want to explore your limits, you need to be with someone who respects your limits, and you have to have a failsafe word – a word that stops the role-playing if it’s getting out of hand, or if it’s causing damage!”

Kyle looked up, this time with sheepish grin on his face, and said, “Sounds like you have experience in this.” Jake replied, “Let’s just say I can put a young colt like you though his paces. Of course, even if some guys call us “grandpa” – it’s our experience that makes it even better.” Kyle was embarrassed by the reminder of what he had said to Jake at the party, “Actually, Jake, you are built like a real man – I hope I have as nice a physique and confidence when I’m your age,” said Kyle.

Jake was glad for his regular fitness program – nothing fanatical, but enough to keep him trim and bulked up in the right places. He was a little over 6 feet tall, had graying hair kept short, a short salt and pepper beard, and kept his chest hair trimmed back to show off his underlying muscles. He had a nice layer of fuzz on his arms, and Kyle could only imagine what the rest of him looked like. Jake smiled and said, “Thanks, Kyle. Think about it some more, and if you’re interested give me a call and we’ll set something up.” And with that, Jake got up, said goodbye, squeezed Kyle’s shoulder, and left before Kyle had a chance to ask him out to lunch. Of course, Jake left with a smile. He knew he had Kyle hooked.

A couple of days later, Kyle called Jake, saying he was really nervous and wondered in Jake had time on Saturday night for some fun. Jake agreed.

On Saturday evening, Kyle showed up – a bit jittery – but ready to go. Jake showed him to the master bathroom, and how to use the anal douche he had hooked up to the shower, and told him to get cleaned up. Jake had already showered, and got the bedroom ready while Kyle showered.

Kyle came into the bedroom with just a towel on. Jake was in a robe, and Kyle could see the swirl of chest hair and trail of fuzz leading to Jake’s crotch. Jake walked over to Kyle, tipped his head down, and kissed him long and slow. Then he said, “The failsafe word is ‘timeout’ – as soon as I hear you say that, or if I say it – the role playing is over. If you agree, I will be taking charge of your pleasure – and mine – for the next couple of hours. It’s role-playing, which means I may say some things meant just for the sake of fantasy. It may get a little physical – but remember, you set the limits, not me. Are you good with all of this?” Kyle nodded and said, “Yes, let’s get going before I back out!”

Jake led Kyle over to the bed and removed the towel. Other than the hair on his head, his eyebrows, and a trimmed path of red pubic hair, Kyle was otherwise completely shaved. His dick was big: thick and heavy, and snug set of balls beneath it. His cock was already a little swollen with anticipation.

Jake let him to the bed and told him to lie facing down with his arms and legs spread. Kyle did as he was told, but then balked a little when Jake started restraining him with the padded arm and leg cuffs. When Kyle settled down, Jake slipped a pillow under Kyle’s belly.

Jake removed his robe and kneeled next to Kyle, and gently rubbed the heaving butt cheeks before him. Kyle squirmed and Jake whispered the final words setting up the role-play. Kyle finally submitted and, because he couldn’t resist the taunt said, “Go for it, grandpa!”

Jake chuckled and said, “Big man on campus taunting his captor. Not very smart, candy ass.” And with that, he started spanking Kyle, who was taken by surprise and yelped and twisted his ass side to side to try to avoid Jake’s hand. But Jake had moved said astride Kyle’s left thigh, immobilizing him. Kyle thrashed and yelled, “What the fuck are you doing? So help me when I get out of this I am going to pound your ass into jelly.” “Bold words from a college boy. But we’ve got a long evening ahead of us, and you won’t have the energy to scratch your balls when I’m done with you.” And with that he continued spanking Kyle until his white ass cheeks turned bright red.

Sweating after the exertion, Jake stopped and got up from the bed. Kyle was fuming. Jake reached under Kyle and encountered his mammoth hard on. “Yeah, you really don’t like this, do you?” Jake said sarcastically. Kyle’s face blushed the color of his spanked ass. “Well, uh, it was, how do I say it, kind of exciting after the initial shock. And what I’d like to do next . . .” but before Kyle could finish, Jake went to the front of the bed, pushed Kyle’s head to the side and said, “You don’t give the orders, I do. And what I’m ordering you to do now is to shut up and suck my dick.” And he shoved his rapidly expanding member into Kyle’s mouth. Jake had to hurry because he didn’t want to shock Kyle with his erection. Jake was a “grower” in the cock department. When flaccid, his dick looked average in size, but it grew to a prodigious size: a plum-sized head on a dick that was slightly narrower at the top and very wide in the middle, with a huge vein that popped up on the top of his erection, about 9 inches long. His balls hung loose in a silky flesh sac. Jake shaved his balls, and only trimmed his pubes slightly – he pubic hair was naturally very soft and sexy. He had fine brown fuzz covering his meaty ass and legs.

Kyle started a half-hearted sucking on Jake’s cock, and Jake leaned over and smacked Kyle’s ass again. “I said suck it, not lick like an ice cream cone.” Jake then put a hand behind Kyle’s head and forced more of his dick down his throat. Kyle moaned and squirmed, but he finally started sucking in earnest, trying his best to accommodate the flesh tube gagging him.

Abruptly Jake pulled out, and Kyle was only partially relieved – he actually wanted to continue chowing down on Jake’s cock. But Jake had other plans.

He moved between Kyle’s legs and started massaging his lower back and the top of his ass cheeks. This made Kyle moan and flare his cheeks outward, inviting Jake to massage deeper. Jake continued the massage, sometimes running his fingers down the crack of Kyle’s ass, running past, but not touching, Kyle’s rosebud. Kyle squirmed and moaned some more. Finally, Jake bent down and started kissing and nipping Kyle’s ass cheeks, flicking his tongue over the soft skin, getting closer and closer to Kyle’s puckering rosebud. After a slight pause, Jake flattened his tongue and swiped it hard over Kyle’s rosebud, causing him to piston his hips forward, then back, pushing his ass into Jake’s face. Jake then slathered Kyle’s ass with spit and his tongue, relaxing Kyle’s butt until his ass opened a bit and Kyle whispered, “Fuck me, please, fuck me.”

Jake stopped what he was doing and said, “What did I tell you about who’s in charge here? I’m getting your ass ready to be fucked, but only after it’s warmed up for me.” And with that, the door to the bedroom opened and in walked Tim and Mitch, naked, hard, and dripping pre-cum.

Kyle screamed, “What the fuck is this?” And then in dawned on him. Payback time.

Jake said, “It wasn’t difficult to find the only two guys named and Tim and Mitch on the gymnastics team. I met up with them and we came up with this plan. They have a party to go to tonight, but they want to take the edge off before they go, so they are going have a little fun, and leave you twisting to bust your nut. Sound familiar?” Kyle was part furious, part intrigued.

Tim took Jake’s spot between Kyle’s legs. Mitch moved to the side of Kyle’s head. Jake commanded, “Fuck his face. Fuck his ass.” And with that, Tim shoved his greased cock into Kyle’s prepped ass, which opened like a soft glove around his stone-hard cock. Mitch slipped his dick between Kyle’s lips and started face fucking him. Jake watched, and sometimes fondled Tim’s or Mitch’s ass and balls while they were having their way with Kyle. “That’s it, boys, fuck him good. Use him like the man-whore he is. He needs to be taken down a peg. And if he doesn’t do a good job, let me know, and I’ll smack his ass some more,” said Jake. After 5 minutes, he said “OK, switch places.” And Tim and Mitch did as they were told. Mitch’s cock was a little wider than Tim’s, and Kyle’s ass twitched as Mitch rammed his cock in and started riding Kyle’s upturned ass. Tim was face-fucking Kyle and using both his hands to hold Kyle’s head in place. Mitch was fucking so hard his balls were banging against Kyle’s ass. Jake stroked himself gently, savoring the sight of three hot men in the throes of sexual pleasure.

“Switch!” ordered Jake. Tim and Mitch went back to their original positions and continued their relentless pounding of Jake’s mouth and ass. This time, Tim started getting carried away, and would smack Kyle’s ass every couple of strokes or so. This made Kyle groan and squeeze his ass cheeks around Tim’s cock. Mitch was moaning louder and louder – “Gonna come soon!” But Jake barked, “You remember what we agreed.”

As the gymnasts approached orgasm, sweat coating their perfectly sculpted bodies, they pulled out and stood at the head of the bed next to each other. Jake knelt, and while Kyle watched with longing, Jake sucked first Tim, then Mitch, to orgasm. Each of them pumped a wad of cum into Jake’s mouth, and he swallowed greedily, slurping their turgid dicks of every drop. When they calmed down a bit, they grinned like Cheshire cats, made their quick farewells, and scooted out the door.

Kyle was now part humiliated, part horny, and part angry. He pulled at the restraints and let loose a torrent of frustrated commentary. Jake finally said, “That’s enough of that. And from the drawer of the nightstand he took a fat buttplug, showed it to Kyle, greased it up, and after swatting Kyle’s ass a few times, popped it in with a single motion. Kyle howled. But not for long.

Jake moved to the front of the bed and said, “Suck my dick, punk, this time like you want it. And if I feel any teeth marks, I’ll smack your butt so hard you won’t be able to sit for a week.” Kyle, a bit fearful – but also a bit hornier, opened his mouth wide and accepted the pulsing cock that Jake offered him. Kyle sucked and slurped Jake’s cock, teasing out drops of pre-cum and running his tongue from the oozing eye around the head and along the big throbbing vein. He found that he couldn’t get enough, and really sucked and opened his mouth so wide that he finally bottomed out on Jake’s mammoth dick, feeling his pubic hair against his nose. He breathed in Jake’s scent and was in bliss – but then Jake pulled out of his mouth. Kyle moaned, indicating he wanted more. Jake stroked Kyle’s face, then moved around to his upturned butt, and teased out the buttplug, which came out with a moist plopping sound. Kyle’s ass was stretched and ready for the big event.

Jake greased up his cock, lined it up to Kyle’s waiting hole, and asked, “What do you want, Kyle?”

“I want you to fuck my ass. I want you to fuck it hard, long, and good. I want to feel you inside me, and I want you to cum inside my ass,” said Kyle breathlessly.

In a single motion, Jake plunged the full length of his 9” dick into Kyle’s ass. It made him scream in surprise and pleasure. “Oh, yes, fuck me, Jake.” Jake rammed his dick in and out in a blur of frantic fucking motion, twisting his hips from side to side. He bounced his groin on Kyle’s tight ass cheeks as if they were a fleshy trampoline, making Kyle scream with pleasure. “Gonna come!” hissed Jake. “Yes, give it to me,” pleaded Kyle. But Jake pulled out, went to the head of the head, and jacked himself to orgasm in front of Kyle, shooting his load into his hand, and slurping it down. “I’m in charge. I cum where I want, when I want, with whomever I want. Sound familiar?”

Kyle was now at a breaking point between outright humiliation and pent up sexual frustration. “Jake, I get it. I understand the lesson. But right now I need a break. I need you. Just to hold me. Please.” From Kyle’s his tone of voice, Jake knew there was a breakthrough.

Jake removed the restraints, arranged the pillows, and pulled Kyle to his chest. Kyle burrowed his face into Jake’s chest fur, his leg draped over Jake’s thigh. “You know, at first I thought all of this was a joke or a cruel prank. But I really like it. And I hope you believe me when I say I wish I could have participated in the fun – especially with Tim and Mitch. And I like it when you orchestrate our fun.” They rested a bit, just enjoying the touch of each other’s bodies.

After their little catnap, Kyle straddled Jake’s lower torso, and then started nibbling on his pecs, licking and then gently sucking his nipples. Not encountering any resistance from Jake, Kyle moved up to Jake’s neck and gently kissed and licked his neck, sometimes sucking on the sensitive areas that made Jake stiffen and moan in pleasure. Finally Kyle framed Jake’s face with his hands, and kissed him deeply, sucking his tongue while rubbing his smooth butt, pulsing cock and swollen nutsac on Jake’s chest.

All of this brought on an urgent second erection for Jake, and it swelled to full length and thumped against Kyle. Kyle backed up and slipped the oozing cock into his ass, clamping down on its ridged surface, and using muscles toned through hours of swim practice, he heaved his hips up and down on Jake’s cock, milking it with a firm, steady beat. Jake moaned and started thrusting up into Kyle’s ass, meeting him stroke for stroke. Kyle’s eyes started to glaze over, because Jake’s mammoth cock was rubbing against his prostate, causing Kyle’s dick to twitch on its own. Jake saw that Kyle was going to cum, and used one hand to jack him off, and the other to fondle and tug on Kyle’s balls. It was too much for Kyle, and he pleaded with Jake: “Let me come, please!” Jake smiled, rammed his dick faster and faster into Kyle’s butt, and when Jake felt the sensation of his own orgasm approaching, he tightened his grip on Kyle’s dick and jacked him to completion.

The simultaneous orgasm was earth-shattering. Jake felt Kyle’s incredible muscle control – from his sphincter to his ass dimpled cheeks to his taut shoulders to his sinewy arms – all work in unison to pull a sensational orgasm out through Jake’s spasming cock – it was as if it would never end. Kyle meanwhile howled softly and blasted shot after shot of thick, rope-like strands of cum across Jake’s chest hair. Kyle kept hoping that it would last and last – and that it wasn’t another “lesson” where the carpet would be pulled out from under him at the last second – but it was real, and it wasn’t a lesson. It was the incredible joy and pleasure of mutual sexual satisfaction between men.

Kyle bent down, licked up his cum, and kissed Jake, feeding him some of his spunk, which Jake slurped down. Kyle then collapsed into Jake’s arms, saying, “Thank you – it was awesome. The best..” Jake smiled and said, “We’ll see if we can improve on the best when I invite Tim and Mitch back for another round of pounding your ass.”

But that’s a topic for another story.