My First Time with another Guy

Discussion in 'Sex With a Large Penis' started by Templar90, Sep 2, 2011.

  1. Templar90

    Templar90 Member

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    I wrote this some time ago to post on some lame ass site my at the time boyfriend was frequenting. I dug it up recently after a reunion of sorts with the person I wrote about. It’s long, I know. And it’s only the first half of the good stuff. So, with some pushing from my current boyfriend, I’ll put it up. If anyone is interested, I may post the second half. The lead-up is long, but I think important to get the whole story....

    When I started college, I was about as far in the back of the closet as you could possibly imagine. I played three sports in high school, and had always been around the highly charged naked and pseudo-homoerotic locker-room antics of adolescent men trying to figure out their bodies. Point is, I was no stranger to being around naked guys when I joined a fraternity at the Midwest university where I had signed on to play football.

    At 6’6’ 225, I was approaching the best shape of my life, and under the constant, relentless pushing by the training staff I was putting on some decent muscle month by month. I went through a bevy of the smokin’ hot groupies the athletes and fraternity guys seemed to have at their disposal, but by my junior year had settled into a somewhat monogamous relationship with a nice sorority girl. Also by my Jr. year I had declined my scholarship and left the football team. By then I had a championship ring and even played in several games. But I knew I would never be a star, and frankly didn’t have the desire to put in the work that it took to be great. Plus, I didn’t want to bulk up the way the coaches wanted, and I hated the “extra curricular” body enhancing that was common for the guys that were counting on the NFL as a career choice. I had no intention of being a professional athlete, and it was selfish to take the place of someone that did. So I threw myself into the fraternity life that I had missed out on while spending every waking moment in the athletic center. It was an amazing time – the best time of my life. Cliché’ I know, but it really was. It’s hard to understand if you’re not a greek, or member of a similar fraternal type organization. And, for a closeted homosexual, it was not only incredible eye candy, but also extremely frustrating living in a constant “look but don’t touch” mode.

    As mentioned, I had seen naked guys in the locker-room, but never the wholesale comfort with nudity and sexual joking that was part of fraternity life. Now, let me be clear. I’m not talking about the fantasy based bullshit portrayed online and in gay porn that “exposes” the gay group sex going on in frat houses across the country. NONE of that crap went on. No sexual hazing, no “Hey Pledge, give me a blowjob or you’re out!”, blah, blah, blah - gay fantasy drawing on the homosexual desire to sexualize all male institutions. Our parties, daily fraternity life and yes, even mild hazing, were typical college high jinks. Not homosexual. No sex. Our initiation rituals were decidedly non sexual and incredibly serious and respectful.

    Clearly, my fraternity experience was important to me, as were the friendships I made. So reducing the idea of what a fraternity is to a drunken gay fuck fest by people who have no idea, is laughable and transparent.


    That being said…..

    My first and second gay experiences were with member of my fraternity.

    I know, I know. After all that rambling. But it was super, double secret. If we had been found out, we would have been lucky to get out of there with our lives. Seriously. But despite the risk, my first gay sex was one of the most extreme, intense romps that I often still think about to this day.

    I was one of a few guys that had to miss a weekend fraternity retreat that found the house of normally 52 men nearly empty. As it turns out, one of the second semester freshmen (who were required to live in the dorms) that also had a schedule conflict had decided to sleep in his big brother’s room at the house that weekend (as he often did). And this kid was hot. I had taken a particular notice of him for a couple reasons. The first is that he was the “little brother” of one of my suitemates. So he was always hanging out in our room. He was shorter than me by almost a head – probably 5’10”. He was a Water Polo player in high school, and now played on our intramural team. He also liked a pickup game of hoops, and on several occasions I had gotten pretty physical with him on the court, and he didn’t back down. I had enjoyed manhandling him a bit – and getting a little handsy with has crazy hot ass. This kid gave new meaning to the term bubble butt. He was typical Midwest – blond, swimmer’s build, a nice cut chest with two tiny pink nipples. I had caught a couple glimpses of him in the shower after a game or whatever at the house, and he was just textbook hot. That amazingly tight body; slightly larger than average dick with two pink, plump balls hanging just even with the head of his perfectly cut penis. In the early 90’s college guys never shaved, and few even trimmed their pubes. Not that he needed to: he didn’t have much body hair, and the little that he did have was very blond. Only his pubic area showed much color – slightly reddish brown. Like me, he had very defined abs and clear Adonis lines leading down to his tingly parts. He had an easy smile and was truly a nice, unassuming guy. We’ll call him Ryan. He wasn’t cocky or stuck up about any of this, and to be honest, in a fraternity full of athletes and jock types, there were lots of amazing hot bodies walking around. I actually didn’t realize until I had graduated just how lucky I was to be surrounded by so many good looking, athletic young men. It was an A&F dream photo shoot on any given weekend with our back yard and basketball hoop lousy with shirtless and freeballing dudes in athletic shorts just hanging around - not afraid to flash some skin, or moon the group with a perfect, creamy white butt. What an amazing time.

    I had secretly fantasized about any number of the guys in my fraternity and fellow athletes. But I was incredibly naive and unknowledgeable about the gay world. This was in the early days of wide access to the internet, and I had never even seen a picture of two men being intimate. I knew nothing about the specifics of gay sex, and the only outlet for discussion or exposure to the gay world was Jerry Springer!

    On that particular Saturday, we had quite a pick up game on the basketball court. Hoops was a big distraction for us, and on this great spring day, four of us went at it with our shirts off for a couple hours. I paid special attention to my little friend and got in closer than I should have more than once. There was the usual playful pushing, touching, and maybe the “accidental” brush of the cock with my hand. After one such brush he actually kind of stopped and our eyes met for a half second. Now, not like our eyes met across the room sort of thing. It was definitely a “fuck you!” sort of look. I took it in stride, and checked him hard to the ground the next opportunity I had. He got the message, but there was some serious energy flowing between us. As an older, more senior member of the house, he was deferential – especially having just recently been initiated.

    After the game I had almost finished showering when he and the other freshmen that played (them against me and another Jr.) came in to clean up. I stepped out of the shower and proceeded to dry off in full view of the shower area. I often did that to guys from whom I got a little ping on my gaydar. I’d make sure to dry my hair for a longer than necessary with the towel covering my eyes so they could check out my body without me “noticing.” And If I do say so myself, I had an amazing body back then. I think it’s still no slouch, but at my peak, I was pleased with what god had given me. And it took hundreds of hours in the gym to get there too, so the payoff was nice. And I’m a show-er. I have a pretty decent 6-7 inches showing after a hot shower. Again, I’m a big guy. At 6’6” having an 8-9 nine inch erection is proportional to a 6ft guy having 6-7 inches. Maybe a little above average, but not much.

    So I dry off my close cropped brown hair and when I pull down the towel I get a glimpse of him checking me out (as I had hoped), and doing the quick eye aversion. I kept staring at him, and he looked back at me. Then in typical dude fashion he makes some smart ass comment, and then bends over to give me a full view of his ass. Ofcourse, it looked like he was screwing around, and gave me the “offensive” brown eye. I wondered if there was more to it, and nearly got hard on the spot. But I also knew he would NEVER make a move toward me. So I just figured he was screwing around. I walked back to my room with that image in my head. He was beautiful. That tight little ass with a thin line of golden brown hair trailing up the back of his legs to his ass crack shimmering with water and soap. As he bent over, I saw that tiny pick hole showing just a hint of hair. The water from the shower ran down his crack and slid down the back of his perfect pink balls – a nice little tuft of hair hugging the back of his sack. I actually felt a little weak in the knees when I realized I wanted nothing more than to grab hold of that waist with one hand, his left shoulder with the other, and drive my cock balls deep inside him. If I only knew then what the next hours would bring.

    As is common in communal living, we had two bedrooms sharing a fairly large living area, and in our case a small bathroom with a toilet and sink. Communal showers down the hall. The bathroom was kind of diagonal from the other room, and when I stood at the toilet to take a leak, I could see through two doors (if both open), and look directly at the bottom half of the two beds (in bunk formation) in the second bedroom. As was typical, both of these beds had “curtains” that afforded some privacy. I say some, because they often didn’t provide enough.

    I had been out with my girlfriend to dinner – she had a study group – and then out with a couple guys I knew from the football team. Typically weekend nights would find the fraternity house alive with a party – music, drinking, laughing, good times. But when I came home that night after 2 am, it was quiet with nearly everyone at the retreat. I had a little buzz going, and was looking forward to having a nice wank with my roommate gone. I went into my room via our own door and glanced into the common area. All was dark, and I saw Ryan’s book bag strewn on the couch. After I got undressed and readied for bed, I went to the bathroom to take a leak. I was standing there in the dark, half asleep when something caught my eye. I looked through the door jamb of the other bedroom, and could see right to the bottom half of the lower bunk. It was dark, with just a dim light to see by. There for my viewing pleasure was a beautiful pink, erect penis being slowly stroked. My heart skipped a few beats. My first instinct was to flee - go back to my room. But after I had turned to go back I stopped. Slowly creeping back, I held my breath and looked in again. I could see now that Ryan was holding a magazine and working his very pink dick.

    I moved the door slightly and caught a better view. It was a Freshmen magazine. I didn’t know what that meant at the time, but there was clearly a man on the front - a mostly naked man. I won’t go into the range of thoughts I had for the next few minutes, but I basically decided, that if I was ever going to have the opportunity to release years of pent up sexual energy, this just might be it. Everything about the situation told me he’d be receptive. But it could also mean the end of my fraternity life, and even leaving college if I made the wrong call, or it became public.

    My heart pounded, I moved the door open such that I could see his face. He alternately closed his eyes, and looked at the magazine. All the while slowly stroking his dick in the dim light of a neon beer sign on the wall. At one point he turned the page and flipped it back. I could easily see that he was looking at a picture of a naked dude. I made the decision, and went for it.
     
  2. Templar90

    Templar90 Member

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    continued...

    I opened the door and slowly walked into the room. It wasn’t until I was standing next to the bed, and went to move the curtain back that he realized I was there. My hand was shaking when I reach to push the curtain back. Hell, my knees were shaking. You can imagine his reaction. He flipped out. He had tried to hide the magazine, but I had already grabbed it and he knew he was busted. I didn’t say much, but part of me liked hearing him beg me not to tell anyone. He made all the excuses in the book: “just curious”, “not his magazine,” etc., etc. After a short time he just stopped talking and sat with his knees pulled up to his chest, head down resting on his hands. I think he assumed that I, being older, clearly straight and an influential member of the fraternity was ready to pitch him out the window.

    I put my still shaking hand on his knee. He looked up at me.

    “Are you gay?” I asked him.

    “No! What?!? NO! It’s just…”

    I listened as the words came out of my mouth, but I don’t remember actually saying it, “Maybe you could try that at on me” I said indicating a picture with a couple guys sucking each other off.

    It sounded so cheesy, and awkward, but I said it. He looked at me, and we held each others eyes for what seemed like minutes. I knew I would have to take the lead. I was older, bigger, and frankly had the most to lose. I was in it now. There was no going back. In one move I sat on the bed and took his head in my hands. I kissed him hard on the mouth, and he hesitated. My heart sank. He actually kind of pulled away and looked at me.

    “Are you sure?” he asked.

    I answered by moving in again and this time pushing my tongue into his mouth. We kissed. It was amazingly different from kissing my girlfriend. I loved feeling his light stubble on my own, our hands where all over each other. Slowly, tentatively at first, and then faster. Frenzied. It was like we couldn’t get enough of the other body in front of us. I could feel my dick immediately harden and strain against my boxers. I pushed him back on the bed and lay on top of him, grinding my hips against his. I could feel his solid cock against mine, and we just took each other in: kissing, feeling, smelling his manliness next to mine.

    When I found his rock hard dick under the band of his underwear, he gasped. I slid my hand around the back to his hot little ass and pulled them down. I was now eye level with his nipples, sucking the tiny pink dots – and feeling him shudder with each bite. All the while I was looking at his dick, my hand slowly moving back around from his ass and toward his crotch. It was surreal. How long had I wanted this? So many fantasies, so much longing. I watched my fingers slowly comb through his pubic hair. My thumb slid under his balls, letting them flop over as I brought it up and encircled his cock. I milked it slowly, and felt its heat in my hand. He shuddered again. I kissed him hard and slid down the bed. I wanted to taste his beautiful meat.

    I suddenly had a realized the door was unlocked. I jumped out of bed panicked, and headed for the door. It was an awkward, almost funny moment - the first of several on our maiden night. I walked back through the common room into his, and closed and locked that door too. It was only then that I realized my boxers were halfway down my thighs, my full 8.5 inches leading the way. The terror on his face subsided when I giggled at myself, and I think I jumped the remaining 6 feet to the bed. By now the last of his clothes were off, and he was working my boxers down. I was on my back, and though I wanted his cock in my mouth more than anything, I realized that he was just as determined. He was on his knees looking down at my dick, and said,

    “Damn.”

    But he was a trooper, and put it in his mouth. It was glorious. Minus the teeth, of course. It took him a few tries to get it right, but soon enough he was bobbing up and down on my dickhead. He was only managing to get about an inch or two in his mouth, but it still felt amazing. His hand found my balls, and I nearly came right there. I reached down and pushed him off. He looked at me with some trepidation, and I told him he had to slow down. Relieved, he looked down at my dick and kind of stroked and massaged it, and my balls. It felt so amazing.

    But it was my turn. I pulled him up to me and looked into his eyes. We both smiled and shared an awkward laugh. It really was amazing. I kissed him and relished the feeling of our tongues probing, swimming together in our mouths; kissing his neck and then back down to his nipples. My hand has now on his cock, jerking him off slowly and finding his balls now and then. He made a whimpering sound when I took his balls into the palm of my hand explored his ass with my fingers. Soon enough I was eye to eye with his man meat, and I watched it gently pulsing, waiting for me. I explored everything with my eyes: the plump well, proportioned head - a rim of red separating it from the shaft. I ran my hand through his pubic hair and grasped the base of his dick. I milk it slowly, and a glistening bead of precum slid down the shaft onto my thumb. I could feel my own dick leaking, and throbbing against the bed. I leaned down and instinctively licked the wetness on the head of his dick. I kissed and licked allover his head and shaft. I went down further and buried my face into his patch of light brown bush. I breathed in his manliness, and, while cupping his balls in my hand, gently kissed and licked them. I went back up to his cock, and put it in my mouth. I too had some problems getting it down, but I was determined. With each downward motion I managed to swallow more and more of his manhood. I looked up at him, saw that his eyes were closed, mouth open enough to moan softly with every movement. It was glorious. I continued to take in his amazing, slightly tanned Midwest body. I loved just sitting back and putting my hands on his thighs, spreading his legs and seeing that beautiful little tuft of hair leading to his lovehole. I could look at those tiny little butt cheeks peeking out from under his balls all day. I dove back in and went to work on his dick – with my fingers exploring his taint and ass crack. He kind of yelped when my finger found his hole. I spit on my fingers and began fondling him again. I was sucking his dick, and pushed his bent left leg up towards his chest, fully exposing his fuckhole. That was my ultimate goal.

    I managed to get about half a finger in his tight, hot ass, when his thighs started flexing, and his hips ground rhythmically up towards me. I could only handle about half of his 6 inches, though he kept pushing it further into my mouth. I wasn’t sure what I was going to do at this point, but before I could decide, I felt a pulse on the bottom of his dick, right about the same time his load hit the back of my throat. I pulled it out of my mouth and continued stroking furiously. The next spurt hit the top of the bunk bed above us, and two more after that ended up on my neck and shoulders. This boy exploded. His whole body was tensed, and he held the back of my head with one hand. He didn’t make much noise, but the little he did sounded like groaning ecstasy. I realized that my finger had made it further into his ass when I noticed how hard it was being clenched in his asshole.

    After catching his breath, he opened his eyes and we kind of laughed. I was stroking my own dick, and he instinctively went for it. Again it took some practice, but before long he had a good rhythm going, and it took only a few seconds before my balls where creeping up, preparing to unload. When his hand took hold of my balls, I lost it. I think I could feel the cum rising from my toes. This amazing kid sucked the life out of me and I came in a dizzying explosion. I had to consciously contain my scream and it came out in gasping moans with each ass clenching eruption. I barely heard him gag on my semen the way I had on his, except that he took it all into his mouth. He kept bobbing up and down on my manhood with my own seed running out the side of his mouth and back onto my dick. Eventually the pulses of my semen subsided, and my hips bucked involuntarily as he caressed my balls. I’ve always shot lots of cum – four or five full streams as long as I can remember doing it. Sometimes, it’s been off-putting to girls that try to swallow my load, and I assumed he might have the same reaction. Ryan just kind of smiled and touched his mouth and chin where I could see the glint of semen. My heart was still racing, and my whole body seemed to be buzzing with sexual energy. I could see he was either getting hard again, or never really went soft.

    I smiled when I watched him get up to go to the sink. As he crawled off the bed I marveled at his dangling, pink balls. The slightest hint of brown hair deep in his crack coming up from under his sack; his white ass highlighted by a spring tan. That ass. I swore then that I would have that ass. Little did I know how soon it would be.
     
  3. silvertriumph2

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    Damn, Templar...that is so fuckin' HOT....oh, those frat days...:yup:

    My memories are the same as yours...not anything like that stupid frat-porn..

    I remember my frat days with fond memories...and I had an almost similar experience with another brother, when we found ourselves alone in the empty frat house during a weekend when all the brothers had made a trip to Daytona Beach.

    Keep the awesome story going......good writing, man...
     
  4. seanseattle

    seanseattle Active Member

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    Amazing story Templar! Reminds me of college.
     
  5. Redwyvre

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    I love to read stories about the first time! Makes me smile.
     
  6. sex101

    sex101 Member

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    Good story!
     
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