The first time I had sex with another man, we were both in our freshman year at college.
When I first saw Todd at the beer-pong table at an off-campus party, I was instantly drawn to him - he was easily the most beautiful man I had ever seen. He was a little over six feet tall with a lean and muscular build, like a swimmer or a runner. He had shaggy blond hair and piercing green eyes that I found myself staring into from across the room. He caught my gaze and instantly flashed a sparkling smile before inviting me to join the game.
I’d had crushes on plenty of guys over the years, and even though I never would have admitted it to myself at the time, deep down I think I knew that I was at least bi-curious, if not bisexual. I had been dating girls since I was thirteen, and I’d had a very active and completely hetero sex life ever since, but my attraction towards men had always been lurking in the back of my mind. Meeting Todd that night brought all of those feelings back in a dizzying rush, and the more time I spent with him the deeper my crush became.
We laughed and drank and I made a few friends, but it was Todd that held my attention that night. He was one of those casually intense people who was so easy to talk to that you felt like you’d known him for years. By the time the party started to die down and people began trickling out, Todd and I were alone in the backyard with the remains of a keg between us, chatting and laughing like lifelong buddies.
I was so drunk that I don’t even remember how the topic came up, but the conversation eventually turned towards relationships. He told me that he had just broken up with a guy that he had been dating back home, and it took me longer than it should have to realize that he had said “guy” and not “girl”.
“Wait, wait,” I drunkenly mumbled. “You’re gay?”
That was a shock to me. The only gay person I had ever known was a flamboyantly effeminate guy at my high school, and I guess that had become the stereotype that I unintentionally assigned to all gay men.
“No, no,” Todd said, “I’m bi”, as casually as if he was telling me what he had eaten for dinner. “But you’re gay, right?”
“No!” I said, much too defensively. “I like girls!”
“Chill out, man, it’s no big deal. I just assumed from the way you’ve been checking me out all night that you’re into guys.”
I was stunned into silence. Had I been that obvious? I wasn’t sure whether I should deny it or embrace it, so instead, I said nothing.
“Really, it’s not a big deal,” Todd assured me once more. “You’re really cute, and if you were interested, I’d totally be into it. If not, then so what, right?”
“Okay,” was all I could muster. Todd took my empty plastic cup and refilled our beers, and while I tried to recover my composure, I was overcome with a sense of absolute trust for this guy that I had known for all of four hours.
“Actually,” I said once he’d returned with our beers, “I might not be completely straight.”
“Have you ever done anything with another guy?”
“No way!”
“Because you weren’t interested, or because you were too scared to try?”
“I never really gave it that much thought. I guess I’ve never really had the opportunity.”
“Well, if I wasn’t so wasted right now, I’d bend you over that chair and give you the fuck of your life!” He laughed and gave me a playful punch on the shoulder.
The conversation moved on to other topics, and just as the sun was starting to lighten the sky, Todd announced that he had to go to bed before he passed out right there on the patio. I was far too drunk to find my way home, and Todd must have noticed as much.
“You’re sleeping over, right?”
“I guess,” I answered. “Where can I crash?”
“There’s a couch in my room. Come on.”
With that settled, I followed him through the cavernous house to his bedroom.
The first thing I noticed was that it was shockingly clean. I’m a pretty neat guy, but my own room was never so nice looking. It looked like a high-end hotel room or something out of a magazine.
Todd went over to the bed, removed the blanket and one of the pillows, and handed them to me.
“There’s the couch,” he said, pointing to a fluffy, over-sized leather sofa near the door behind me.
I made a half-hearted, drunken attempt to arrange the pillow and blanket on the couch before I sat down to take off my shoes, and when I looked up at him, Todd was already naked. His flaccid penis was long and thick, dangling from a neatly trimmed thatch of dark blond pubes.
I didn’t realize that I was frozen in a stare until he spoke again.
“I’m planning on sleeping in tomorrow. How about you?”
I tore my gaze away from his crotch and said, “I’ve got nothing planned.”
“God damn, if I wasn’t so drunk right now, we’d have a blast!” He grabbed his soft cock and waved it at me as he grinned that amazing grin. “But I don’t think I could get a boner right now if you paid me.”
“Me, neither.” I had never discussed sex so bluntly before, and it was both thrilling and terrifying.
“Well, we can’t do anything tonight, but feel free to wake me up with a blowjob and we’ll see what happens next!”
“Okay,” I said, confused and exhausted.
I laid down on the couch and fell asleep as soon as my head hit the pillow...
* * *
I woke up around noon, fully dressed and a little disoriented.
I looked around the room and saw Todd lying on his bed, face down, covered with a sheet that barely covered his naked ass. The sight of him triggered a rush of memories about our drunken night together, and I instantly got a raging boner. His joke about waking him up was running over and over through my head.
Despite my hard-on, I had to pee like a race horse! The bathroom door stood ajar across the room, and I quietly made my way to it. I had to stand in the dark lavatory for five minutes before my erection finally subsided enough to let me urinate, and once that was done I sat down on the john to think.
Had Todd been serious about hooking up with me? The very idea of it re-invigorated my softened cock, and as I sat there with my pants around my ankles, my boner popped up in my lap like a fleshy flagpole.
The toilet was right next to the door, and I cracked it open and peeked in on Todd. He had rolled over in bed, and the sheet that had barely been covering him was now down by his feet. He was sprawled on his back, one hand behind his head and the other resting on his firm belly. His cock and balls were on full display, and the rush of blood to my penis made me feel momentarily dizzy. Todd’s legs were spread apart, one out straight and the other bent at the knee, as if they were beckoning to me to crawl between them.
I must have still been a little drunk from the night before, because I was overcome with an undeniable need to put his cock in my mouth. Without another thought, I stood up, stripped naked, and walked straight towards the bed. I went to my knees at the foot of the bed and stared at his beautiful naked body for a moment, then crawled carefully onto the bed and between his spread legs.
It was the first time that I had been so close to another man’s cock, and it was a lovely thing to behold. It was thick and long, circumcised like my own, and the shaft rested gently across his completely hairless balls.
I laid there between his thighs, propped up on my elbows, and stared at his cock for a long, long time before I gathered up enough courage to touch it. I ran my fingertips along the length of the shaft, beginning near his neatly trimmed patch of pubic hair and slowly tracing my way to the head. It felt strange and familiar at the same time, and I was shocked at how smooth the skin was. It probably felt just like my own cock does, but touching the skin of another man’s penis was completely different than touching my own.
Todd remained sound asleep and flaccid as I caressed his dick a few more times, and that made it less intimidating to take hold of it and put the tip in my mouth. I probed it gently with my tongue as I closed my lips around the ridge of the head, and the first thing I noticed was the taste of it. It wasn’t like anything else I had ever had in my mouth, and the manly smell of him filled my nose and made my already stiff cock even harder.
I slowly moved my lips down towards the base of the shaft, running my tongue across it as I took more and more of him into my mouth. I got about halfway down before returning to the tip to start all over again, and with each attempt I went further down on his lovely cock.
I sucked him that way for several minutes, occasionally stealing a glance at his face to see if he was still sleeping. As he continued to doze, I took one of his hairless balls into my mouth and was surprised at how smooth the skin of his shaved scrotum felt. I had his soft cock in my hand as I pulled back on his nut with a sucking motion, and it unexpectedly popped out of my mouth with a loud, wet “plop”.
Todd stirred in the bed, and when I looked up at his face he had opened his eyes and was staring at me. His first expression was one of shock, of course, but that only lasted a few seconds before that gorgeous grin took over his face.
“Good morning,” he said cheerfully as his cock swelled in my hand.
“Good morning,” was all I said before I filled my mouth with his stiffening rod.
As I felt the head of his cock thicken in the back of my throat, I felt a corresponding surge of stiffness in my own cock. In its flaccid state, I had easily managed to fit the whole length of him inside my mouth. But this time, before I could make one full journey from tip to base, he had become fully erect, and his length and girth were now too much for me to take all at once.
Now that Todd’s hard dick was inside my mouth, the idea that this blowjob was no longer just a fantasy almost overwhelmed me. This is really going to happen, I told myself, and the thrill of living out my fantasy made me determined to give him the best head I could.
I thought back to all the blowjobs I’d received in the past and how lousy most of them had been. The girls I had slept with in the past had never had much enthusiasm when it came to sucking cock, and that had always disappointed me. I was determined to at least do a better job on Todd’s gorgeous cock than any girl had ever done on mine, so I dove in with gusto.
I used my right hand to stroke Todd’s smooth, hairless scrotum, then cupped it in my hand and gently massaged his balls. He let out a satisfied groan and I made a deliberate attempt to play with his balls, stroke his shaft and suck his cock all at the same time. I must have succeeded, because he said in a firm voice, “Oh, yeah, suck my cock,” and put his hand on the top of my head as he began pumping his hips in time with my sucking.
At first I was afraid I might choke on it, but he never pushed hard enough or deep enough to make me gag. After a few minutes I was able to relax my throat and enjoy the act of sucking cock, and I was able to take in almost the whole length on each of his thrusts. As I got more comfortable and knew that Todd was genuinely enjoying my performance, I immediately knew that this wouldn’t be the last time I sucked a dick - I was absolutely loving it!
“You better quit - I’m about to cum,” Todd said quietly.
I stopped sucking and used my hands to continue stroking him as I said, “I wanna make you cum, Todd.”
“Oh, fuck,” was all he said, and I went back to work.
I squeezed his balls a little more aggressively, but not enough to hurt him. He responded by putting his hand on top of mine and applying a little more force. “Like that,” he said, so I used a stronger, twisting motion to massage his balls as I used my other hand to stroke the entire length of his cock.
He got impossibly harder in my hand as I stroked his thick dick. I ran my fingers along the glistening shaft, moving from those close-cropped pubes all the way back to the head, pausing at the top to cover the whole mushroom cap with my palm and give it a twist before moving back down the shaft. I moved my hand along his throbbing boner, going faster with each stroke, and it wasn’t long before he was pumping his hips and fucking my clenched hand. The combination of my saliva and his constant stream of pre-cum made my fist slippery, so I switched hands to maintain the pressure as I jerked him off.
“Fuck, fuck, fuck,” Todd repeated, louder and louder with each thrust of his hips. When he finally began to cum, his dick was like an out-of-control fire hose. The first shot of jizz hit me on the cheek - it was warmer than I’d expected it to be - and that was quickly followed by more bursts, each one landing somewhere on my face. I was afraid I might take a shot in the eye (I had accidentally cum in my own eye once while masturbating, and that shit burns!), so I instinctively put the head of his pumping cock into my mouth.
He put a hand over each of my ears and fucked my face, shooting more and more cum with each thrust of his hips. It only took three or four of those huge bursts to fill my mouth to capacity, so I swallowed that load to make room for more. It had a salty, earthy taste that was sort of pleasant, and I swallowed another two mouthfuls before the warm spurts finally tapered off.
I pulled my mouth away and continued stroking him. I thought he was done, but he released a few more bursts of cum before he finally finished and his cock began to soften in my hand.
Todd let out a long, loud sigh and asked, “Are you sure you’ve never done that before?”
I laughed and asked, “Was it good?”
“Fucking amazing, actually. Especially for a first try!”
“Thanks,” I replied, filled with an odd sense of pride at doing well at a thing I had never thought I would even do.
Todd took me by the hand and pulled me towards him as he sat up in the bed.
“Stand up so I can suck your cock,” he ordered, and I gladly complied.
I was surprised at how deftly he took my entire shaft into his mouth in one go. Only one of the girls I had ever been with had been able to deep-throat me, and that was only after a lot of effort on her part.
Todd had his nose buried in my pubic hair and my balls in his hands as he blew me, and the next two minutes were better than all of the hummers I had ever received, combined.
“You’ve got a really pretty cock,” Todd told me when he finally came up for air.
I blushed as he reached over to the side of the bed and rummaged in the nightstand for a moment.
He tossed a condom at me and said, “Put that on and fuck my ass.”
“Really?”
“Hell, yeah. I want you inside me.”
“What do I do?”
“Just pretend it’s a really, really tight pussy and do your thing.”
After I’d rolled the condom onto my stiff, throbbing dick, Todd produced a tube of lube and put a dollop of it on the head of my sheathed cock. He rubbed the lube all over my dick, then laid on his back, spread his legs wide and slid his own lubed finger into his asshole, making it shiny with lubricant.
He pulled his legs up from the bed and spread them open to expose his glistening ring piece and firm, round ass cheeks. I got in close and rubbed the slippery head of my cock against his pink hole. I had never done any sort of ass-play before, and I was surprised and even a little disturbed to watch his hole widen as I rubbed my dick against it.
My first instinct was to push hard to get my dick into that tiny little hole, but to my pleasant surprise, my lubed cock slid easily into his waiting hole. That first thrust buried about half my length and Todd let out a moan that sounded almost like a purr. The intensity of pleasure in that purring groan made my cock swell more than I thought it could have, and I pulled back and gave a full-force thrust that plunged my whole cock deep inside him.
He was right about it being like an impossibly tight pussy, but the feel of sliding my cock in and out of his tight, tight asshole was far better than fucking any vagina. The walls of his ass seemed to grip my cock like a fist as I plunged in and out, over and over again. I was almost delirious with pleasure as he squirmed and wriggled on the bed beneath me.
Every time I’d fucked a girl in the past, I’d always had to pull out and finish myself off in order to cum. Sometimes the girl would jerk me off or suck me to completion, but I’ve never been able to reach orgasm inside a girl’s pussy. Fucking Todd was a completely new and different kind of feeling, though, and after just a few amazing minutes inside his ass, I realized that I was going to cum inside of him if I kept it up.
Todd must have seen something in my face or sensed a change in my movements.
“You ready to shoot?” he asked me.
“I’m close, man.”
“I want to suck you,” he told me in a breathy voice, and the very idea of it almost made me shoot my load right then and there.
I pulled my cock out of his ass and tugged at the condom to get it off. My dick was so hard and swollen that the rubber couldn’t slide off, so I had to roll it back up my shaft, which sent a near-orgasmic jolt through my whole body.
Todd quickly swapped places with me, tossing me onto my back as he knelt between my thighs. Before he even touched my cock, he bent my legs backwards until my knees were on my chest, then thrust his warm, wet tongue into my asshole. He tongue-fucked me a few times, then replaced his tongue with his finger before he deftly deep-throated my cock.
He continued to finger me as he masterfully sucked my dick and played with my balls, all at the same time. His expert technique drove me crazy, and I knew I wasn’t going to last much longer.
“I wanna cum in your mouth,” I told him. That was something that I’d wanted to say to every girl who had ever sucked my cock, but I had never had the guts to actually ask for it.
Todd’s mouth was full of my man meat, so he could only answer with a muffled “Mm-hmm” as he increased the speed and suction of the blowjob.
He made one last, long, slow journey down the length of my shaft, and once the tip of my cock was buried deep in his throat he twisted his head and moaned, sending a wave of vibrations through my dick. As he pulled his head back and licked my shaft, my orgasm finally began and I unleashed a burst of cum that would have shot across the room if my cock hadn’t been in his mouth.
He began to swallow while he pulled back, and as I exploded into his mouth he continued to twirl his tongue around the head and underbelly of the last inch or two of my shaft that remained between his lips.
Todd swallowed the first several shots of my jizz before he did something that I’d only ever seen in porn movies: he took hold of my ejaculating boner, opened his mouth, extended his tongue, and looked up at me as I watched my cock spray shot after shot of stringy, white jizz into his open mouth. Most of my load landed on his tongue, but when he briefly closed his mouth to swallow, a few stray shots hit his face before he opened wide and continued to jerk me off as I came.
By the time I finally finished, Todd’s face was streaked with a few strands of cum, and my softening cock was bright red from all the attention it had received. Todd wiped his face with his hand and licked his fingers clean, then rose and gave me a deep, open-mouthed kiss. I had never kissed a man before, and it was far better than I would have imagined. It was passionate, but smooth and gentle, and his tongue had the salty taste of my cum.
We made out for a few more minutes, and then Todd rolled out of the bed.
“Shower?” he asked. I grinned and followed him into the bathroom.
We took our time and showered together, washing each other’s sweaty bodies and playfully horsing around under the warm running water. We traded soapy handjobs and made out a little more after we’d cleaned up.
When the shower was over, we got dressed and went out for a late breakfast.
That wasn’t the last time I was with Todd - or with a man - but those are stories for another day...
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