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Jeb and Chris at Yale

by BiJebNYC


Jeb and Chris at Yale… Although I had always been somewhat attracted to good looking guys, I didn't know I was truly gay until I met my freshman roommate, Chris. Having grown up in Michigan, Chris had that strangely innocent and cheerful Midwestern air about him--he always seemed so pure and positive about life and friends. Maybe a strong family provided that outlook or maybe it was simply a product of his being blessed in almost every way imaginable. At the outset, from the moment I first met Chris, I could tell he was not the average jock. Just by the words he chose and the manner in which he spoke, Chris made readily apparent he possessed a powerful intellect. And in fact, Chris was the valedictorian of his high school class and had been a National Merit Scholar based on a near perfect score on the SAT. But that's not all Chris had going for him. More than a dozen schools had recruited him to play baseball. On the very day we arrived at school, the front page of the college rag had already reported that our school had "scored one of the best lefty high school pitchers in the county." But despite being an instant celebrity on campus, Chris seemed incredibly humble and well grounded. What made that sense of humility even more incredible, however, was the simple fact that Chris was perhaps the most beautiful person I had ever seen. At six feet tall, with blonde hair, piercing blue eyes and a soft golden summer tan, he resembled a light haired Rob Lowe with even finer features. It was only later, though, when I would learn more about just how complete that physical beauty was. Unlike many other sets of roommates we knew, Chris and I became pretty close friends from the start. Although Chris dedicated a lot of time to team practices and school, we spent most of our free time hanging out together. While Chris definitely earned his way into Yale, I got in because my family had gone there for generations. I was the typical prep school smart ass—-annoying to many I'm sure—-but Chris always laughed at my jokes and made me feel like I was smarter than he was (though that was clearly not the case). We had a great time doing the typical freshman regimen of drinking, carousing and tooling around campus and when we both pledged the same fraternity, we became even tighter. People sometimes called us the "twins" because we always seemed to travel as a pair. Even though people teased us for how inseparable we became, I was never happier than when I was around Chris. Just being near him made me feel so comfortable and so alive. Although Chris and I actually shared the same bedroom, surprisingly I didn't see him fully unclothed until almost 3 months into the semester. For whatever reason—-whether modesty or force of habit-—Chris would always dress and undress in the bathroom. So the most I really saw of Chris was when he had already changed for bed each night and emerged from the from the bathroom wearing a t-shirt and baggy boxers. I, on the other hand, was not the modest type at all. Although I wasn't a real jock, I went to gym each day as I had for years and was pretty proud of my body. Though fairly lean, I was definitely buff with a nice set of abs, a fairly big chest and what many considered to be a soccer player's set of legs. I guess I'm fairly vein because Chris would always kid me about how much I looked at myself in the mirror. But I really liked the way I looked, especially my somewhat unusual combination of black hair and bright blue eyes. So I would leisurely strip down and change right in the bedroom, whether Chris was there or not. I never caught Chris looking at me while was changing, but I'm sure he had to have seen me totally naked at least once. One Monday night after a fraternity pledge event, though, I finally got a chance to see the full Chris. We had a bit too much to drink at the house and stumbled up the stairs to our room. We almost crashed through the door and both of us collapsed on the couch in the common room (the living room just outside our bedroom). We talked about the night and how much we liked the frat and even bullshitted for a while about which of the girls on campus we intended to poke. After about an hour, a couple more beers and some pee breaks, we decided to call it a night. As usual, Chris headed for the bathroom to change. As I undressed in the bedroom, I opened up the closet door so I could get a good look at myself in the full length, double wide mirror we had tacked up on the other side of the door. For some reason, I was feeling especially proud of my physique—-maybe because I had benched 180 pounds for the first time that day—-and decided to get a good look at my whole bod in the mirror. So I took off all my clothes and, well, started to pose a bit as I watched my reflection. As I was turned to the side and flexing my pecs, Chris walked into the room. Laughing he just said, "What are you doing you idiot?" Insulated from embarrassment by all I had to drink, I responded with pride "Checking out my body, dude. Have you noticed how ripped I've gotten?" "Ripped?" he scoffed while choking back more laughter. "You're way too puny to be struttin' around like that!" "Puny!" I scoffed back. "I'm bigger than you could ever hope to be." That was a charge I knew was obviously not true, but it just kind of came out as a point of pride. "Well, I'm not so sure about that," Chris stated with a knowing confidence. "Well then get over here asshole and let's see what you got. $10 bucks says I'm bigger than you" I challenged, never thinking he would accept. Within about three seconds, Chris had come over to me and pulled of both his t-shirt and his boxers. Suddenly, we were both standing there—-side by side-—completely naked and looking at each other's reflection in the mirror. Although I could stand it only for a few moments, the sight of Chris was unbelievable. He was completely chiseled from his calves to the top of his frame. While I may have had a great body for a teenage dude, Chris had the body of a young thoroughbred who had reached the pinnacle of physical perfection. I didn't think an 18 year old could possess such a full and developed physique. Although Chris wasn't thick—-he probably weighed about 180 pounds—-each muscle was so pumped, full and defined that it made him seem like some sort of ultra lean body builder. His golden thighs were thick and supple and covered with just a slight dusting of light blonde hairs. His smooth torso revealed what I think was an 8-pack set of abs, which I'm not even sure is possible. Just beneath his wide swimmers type shoulders, he sported a massive chest and wide, defined back that I had always known existed under that t-shirt he wore each night. But what captured my attention most on his perfect v-frame build was his cock. It was thick, cut and hung about 6 inches flaccid. His dick pointed straight down and was nestled between two man size balls that hung loosely in a sack exactly as low as the tip of his dick. Those same little blonde hairs that dusted his legs covered a small triangular patch around his package. As he shifted his weight slightly, I could see the shaft sway with the heft of a truly impressive tool. Like I said, I could only take the sight of his body a few seconds before I felt a stirring of my own. I looked up at Chris' eyes after staring at his cock only to see Chris kind of smirking as he looked directly at mine. My cock is nice, but not too big. Actually, it seems bigger than it is because it hangs about 4.5 inches soft and looks pretty meaty. It only grows about 2 more inches when it's hard, however, and doesn't get a whole lot thicker. But still it's nice to look at and provides a nice complement to my 5'10, 160 pound frame. So as I looked up at Chris looking at me, I felt my cock start to twitch. I knew Chris saw my dick beginning to get hard and I was totally horrified that he would think I was a fag. So before he could see me sport a raging boner, I turned to grab my shorts and nervously said "Ok, that's that. You win. Time for bed." But my shorts were on the floor just behind Chris and I turned toward him rather than away. And as I moved to get my boxers, my dick brushed Chris' hand, or maybe it was his thigh. As I felt my prick touch his body, I knew I only had a couple more seconds before my cock was as hard as a rock. I squeaked out a slight "oh, sorry" and grabbed my shorts. With my back to Chris, I pulled up my boxers and jumped into bed, pulling the sheets up before he could see anything more. I was lying on my stomach and could already feel how wet my shorts had become. My escape from the mirror happened so fast that I think it left Chris a bit stunned. When I looked at Chris after I got into bed, he was just standing there—-totally nude—-looking at me with that same knowing little smirk. I was blushing from embarrassment and said, "Look, dude, I said you won. Stop showing off and turn off the lights." As Chris put back on his shorts and t-shirt right in front of me, he said I could pay off the $10 by buying him a couple beers next time we when out. I said "cool" and Chris got into bed. All I could think about though was how much I wanted Chris. Seeing that body of his totally clenched it for me. I needed to be with him and spent the whole night awake wondering if it would ever be. The next few days were pretty busy for both of us. Chris had some intense practices (I think a big game was coming up) and I had to study for a mid-term history test. We really didn't see much of each other at all until the frat party that Friday. Chris hadn't mentioned anything about our tell-all body comparison at all until that night. At the party, I became drunk as usual and made some comment to another pledge, Ted, about how built I was. When Ted told me that I was "totally fuckin' high", Chris jumped in and said "No man, it's true. He's pretty ripped." Hearing Chris say that about me caused my dick to jump. I don't know why, but I really felt totally horned up to hear Chris talk about my body in that way. But that was all he said about it. And after a while, I went back to concentrating on drinking and joking around and doing all the other stupid stuff frat guys do. Chris and I spent a lot of time hanging together as usual, and at about midnight we decided to ramble home. We wrestled around a bit as we walked across the campus and we ended our trek home with a drunken race to our room. Following the same routine as a few nights earlier, we stumbled into the common room-—this time a bit out of breath-—and collapsed on the couch. We talked for a little while, mostly about all the "chicks" we wanted to fuck, drank a bit more and then Chris suggested we go to bed. I had to pee like a madman, so knowing Chris would want to change in the bathroom, I asked if he minded if I used the bathroom first to take a piss. He said "no prob" and I headed off to unleash the monster. It was one of those incredibly long and slow beer pisses that builds up after a long night of carousing. I think I must have been peeing for a good four minutes before I came back into the room. When I opened the door to the bedroom, I saw Chris, buck naked, standing in front of the mirror. He was standing to the side and flexing his pecs just like I was when he walked in on me a few nights earlier. Totally shocked but thinking that Chris might just be attempting to mock me, I said "What are you attempting to prove, you goof?" "I just thought I'd give you a second chance" Chris replied. "Why? Nothing has changed in the last few days bud," I said rather flatly. "Well, you ran away so fast, I couldn't even tell who really won." All I wanted to do was go over there and kiss every inch of his body, but maybe because I didn't want to out myself, I just said "Nah. Maybe another time." Chris just laughed and said, "Look dude. We're doin' it. So get your scrawny little ass over here so I can win your $10 bucks fair and square." Then as Chris almost dragged me over, he added to my amazement, "But don't get freaked out if I start sporting a little wood. All that talk about who we're gonna fuck has me all horned up." For Chris to even use that language, he had to be incredibly drunk. Though Chris might not pull this trick sober, there was no way I could pass up the offer. So I said, "Cool, yeah me too bud. Let's do it." So I stripped down and stood right next to Chris looking at his naked body in the mirror as he looked at mine. Again I was awestruck at the sheer magnificence of his physique and somehow I just slipped, "Dude, your body is so fuckin' buff." Catching myself and in an effort to cover up my all too obvious desire to have him, I added "You totally win." Chris just smiled and said, "Well, yeah, I'm bigger, but your frame is better proportioned." "What do you mean?" I asked. "You know, how wide your shoulders are compared to your hips. You taper down a lot more than me." And as Chris said that, he put his hand around my waist and maneuvered me directly in front of him, both of us still facing the mirror. Not knowing what he was doing, I squirmed a little bit until he finished his arranging and said, "See what I mean." I looked up and saw the reflection of Chris standing directly behind me. He was holding me in place with his hands on my hips and I could feel his breath on my ear as he talked over my shoulder. My dick immediately began to get hard and I saw Chris watching silently as my cock rose. As I rushed to choke out a slight "yeah, I see what you mean", I watched in the mirror as he moved a bit closer and pressed his body against mine. I felt his muscles begin to touch my back and right at the crack of my ass, I sensed that huge prick of his flick up as his cock began to stiffen. For just a second, I closed my eyes and murmured a faint "ohh yeahh." When I opened my eyes, I saw that Chris had moved his hands off my hips and had wrapped his left arm around my chest and with his right hand, he began to fondle my cock. He held me close as he kissed and licked my neck and shoulder. After letting him stroke my cock for a few seconds, I turned around so I could finally kiss that beautiful face I had encountered just a few months ago. As I turned, Chris cupped my face in his hands and began to kiss me, so softly at first and with such gentleness. He traced my lips with his thumb as he moved from my lips to the rest of my face and neck. All I could do was moan as I groped his now 9 inch hard dick with one hand and fondled his still loose sack with the other. For a while, we stood there kissing and eventually we let our tongues probe each other with a ferocious intensity. Every once in a while, we would break for a second to beat our dicks or just slide our bodies back and forth against each other. As I began to reach around and grab his ass, Chris moaned, almost as if he were begging, "Suck my cock, Jeb. C'mon please dude, suck my fuckin cock." Not really needing any prodding, I immediately slid down and took what I could of that huge prick in my mouth. He put his hands on the back of my head and slowly pumped back and forth. The musty smell of his balls drove me fucking wild and I stroked the base of his shaft like a machine as I bobbed back an forth on the head. The taste of precum filled my mouth and I almost shot just thinking about swallowing his load. When I couldn't take that throbbing monster in my mouth any more, I moved to the ripe balls that were dangling between his legs. Somehow the sack was still pretty loose and it allowed my to suck one nut at a time as I continued to work his bone with my hand. When I became so hot that my dick started to throb almost violently, I broke off and ordered "your turn dude." I stood up and Chris squatted down to take my meat in his mouth. I noticed he could take the whole thing with one gulp, so I started to fuck his face pretty hard. I actually felt my balls slapping against his chin as I drove my shaft in and out. When he would pull away to catch his breath, I would rub my tool all over his pretty face. Chris would just nuzzle his nose in my sack as I spanked him with my prick. The more I beat him with my dick, the faster and harder he seemed to stroke his own huge tool. Just before I was about to shoot, I pulled out of Chris mouth and said, "Come up here buddy" We kissed a bit more but what I really wanted was to get access to his ass. As expected, Chris had a totally smooth, perfectly round and muscular ass. As we kissed, I began to squeeze each of those melon like cheeks in my hands. They were so supple and all I could think about was getting my face in that bubble butt. After just I few seconds, I just turned Chris around, pushed him forward slightly so he was leaning against the closet, squatted down and spread his ass cheeks apart. Diving right in, I licked all up and down his crack and around that beautiful tight pucker. I heard Chris say "Oh my God" as he started to moan. Chris stroked his own cock and I grabbed his balls through his legs. I plunged my tongue as far into his hole as I could and each time I did I could feel Chris shiver with delight. Pretty soon, I could feel my spit dripping down from his ass crack onto my legs. His hole kept quivering and I knew his ass was ripe to be plucked. When I stood up, Chris pleaded rather firmly, "Don't stop dude, not yet." I replied "Don't worry man, I won't." And with that, I moved Chris over to the bed and laid him face down on the sheet. Before Chris could say anything, I was once again working his hole. I spread his ass cheeks apart and started playing around his hole with my tongue. I licked a couple fingers of mine and started sneaking those into his shoot as well. All Chris could say over and over was "Dude, oh fuck yeah…fuck yeah." After Chris' hole was completely wet and loose, I slithered up and knelt down as I straddled his ass. My knees were just above his hips so that when I sat back, I could place the tip of my prick perfectly on his hole. And that's just what I did. I kind of spread his cheeks apart with one hand and guided the head of my cock to his asshole with the other. He instinctively resisted at first, but after a few gentle pushes I was able to sneak my prick in ever so slightly. When his pucker initially gave way, Chris recoiled a bit with pain and I pulled out. I waited a couple seconds and asked, "Are you ready dude?" Without any hesitation, Chris groaned, "Come on Jeb. Fuck me. Gimme that cock." When I started to push my tool in his ass this time, I felt his pucker actually pull me inside. Chris let out a huge moan, bucked up his ass and ordered "C'mon dude. Fuck me!" That was all the prompting I needed. I leaned forward, let my legs stretch back around Chris' and began to pound his ass. I ground my dick inside his hole and each time I plunged down, I tried to make sure he got the benefit of my full 6.5 inches. His ass cheeks slapped so loudly against my hips and my balls were flying so hard against his ass that my nuts started to hurt. But I kept pounding and driving my cock inside Chris' perfect tight body. Although Chris' ass must have been hurting, I pulled out and flipped him onto his back. I could see that enormous prick of his dripping with precum and his balls hung down between his thighs, almost to his hole. Gripping those thick thighs of his, I hoisted his legs up over my shoulders and immediately slipped my cock back into his ass. Chris seemed to like this position even better and he stroked that monster meat of his as I plowed in and out of his hole. Leaning forward, I curled that god like physique of his into a ball so that I could kiss and fuck Chris at the same time. Beating off furiously with one hand, Chris grabbed my ass with the other, pulling me deeper into him with each stroke. Both of us were sweating and dripping and I actually heard myself muttering, "You want my fucking cock. C'mon take it, take my fucking cock you pussy. Take it in that pussy ass." Chris stopped jerking himself off and with both hands, grabbed my ass and started jamming me into him harder and harder. He stopped kissing me just long enough to say, "You want to cum in that pussy ass of mine. Shoot your fucking load in that ass." I spread Chris' legs as far apart as I could and as I stuck my tongue deep into his throat I began to take my last plunges into his ass. Trying to make those last strokes the best, I pummeled his hole as hard as I could. Finally, I arched my back and let my cum fly in that Adonis ass of his. I must have unleashed a good half dozen squirts of juice inside that butt before I pulled out and let Chris's legs down around mine. I laid down on his stomach and kissed him gently. As I felt that 9 inch python of his continue to throb under my body, I whispered, "Do you want me to suck you off?" In what seemed a split second, Chris was out from under me and standing up next to the bed where I was still laying. With a stern and commanding voice, he said "Fuck that Jeb, you're going for a ride!" And with that, Chris placed his arms around my waist and hoisted me off the bed like a little toy. He stood me up and bent me forward so that I was leaning against the dresser under our window. At once I was filled with incredible fear and awesome excitement. As Chris enveloped me from behind and began to finger my ass, I said, "Chris, I don't think I can do this dude." The thought of that fat 9 inch cock in my ass was truly scary. "Don't worry man, it won't take me long. I'm already way horned up," Chris said as if that would somehow ease the pain. Then he added as he laughed, "I guess we'll see who's the real pussy boy now." I turned around to look a Chris and laughed because I knew that "pussy" comment of mine would come back to haunt me. And as we laughed a bit, I knew I really wanted-—and needed—-Chris to fuck me. And I knew Chris would make it at least as hot for me as it would be for him. So Chris knelt down and started to plow my ass with his tongue just like I had done for him. His tongue felt so warm and soft on my ass, I just kept begging him to keep going. After a while, he started poking his fingers in until he worked his way up to three fingers, about the width of the top of his cock. After about 15 minutes, he pulled me away from the dresser and dragged me down to the floor. Chris laid down on his back and told me to sit down on his face. I wasn't sure what he meant, but he just kind of manhandled me down into a squatting position (almost kneeling) so that he could have easy access to my hole. I was facing his feet and as he began to lick my hole again, he told me to suck his cock. His huge prick was raging hard and easy to reach. As I leaned over to pull his tool into my mouth, Chris leaned up and pressed his face tight into my ass. Then he reached around and started stroking my dick, which had gotten soft since my fuckfest with his butt. But the tongue in my ass and Chris' cock in my mouth started the blood pumping to my loins and pretty soon I was just as hard as before. Finally, the moment of truth had come. Chris told me to turn around and sit on his cock. My ass had been worked for about 20 minutes now, so it was as loose as it was going to get. At first, his cock simply wouldn't make a dent. His prick was just too thick to break in. But Chris kept slathering his cock up with spit and kept poking his thumb into my hole as he held his dick up to my ass. I don't know how it happened, but my pucker gave way just a little bit and that was all that Chris needed. With one hand bracing his cock and the other hand pushing down on my shoulder, he eased the tip of his massive tool into my ass. Once that cock burst into my ass, though, I truly felt like I was going to die. In fact, I fell off to the side and curled up in pain. Chris put his hand on my back and started kissing me gently as I recovered from that painful jolt. He whispered to me that we should probably stop. But that first wave of pain subsided quickly and instead of accepting his offer, I just smirked and said "What, are you too much of a pussy to fuck me?" In a couple seconds Chris had rolled me on my back and pushed my knees up to my shoulders. He got his dick nice and wet and once more tried to fit it into my virgin ass. This time, my ass opened up and Chris was able to slip at least a couple inches of his tool into my hole. Every few seconds he would pull out, wet his dick and slide his cock back in after a few seconds of rest. In a couple minutes, I was finally able to take Chris's entire 9 inch meat inside my ass. Having that tool inside me made my own prick harder than I think it had ever been. Perhaps knowing I wouldn't be able to last very long, Chris too took full and fast advantage of my new found ability to accommodate his cock. The gentleness that Chris started out with gave way and he began to slam his prick mercilessly into my ass. He fucking drilled me so hard that I couldn't even speak. All I could muster was a long and loud "Ahhhh" as I felt his floppy sack smack again and again against my ass. "Who's the pussy boy now, bitch?" Chris asked as he licked my face. "Huh? Who's the fucking pussy now?" For the next few minutes, Chris just basically wrapped me up in a little ball and had his way with me. The pressure inside me eventually grew so intense that I actually began to spew even though I wasn't even stroking my dick. And seeing me shoot as he fucked me pushed Chris over the limit too. He pushed one last hard time into my ass and then held me tight as his massive load pulsed into me. When Chris pulled out, he collapsed on top of me. We kissed a bit and then just fell asleep for the night right there on the floor. When we woke up, both of us were more than a little sore, but I was definitely the worse for wear. Chris went out and got us breakfast and we talked about what had happened. Chris told me that he had always known he was gay and has had a crush on me ever since we met that first day. In fact, he said he always changed in the bathroom because he was afraid he'd get a hard-on if he undressed with me in the room. I laughed and told him that he was all I could think about since that first day as well. And in one of his typically sweet moments, he apologized profusely for calling me a "pussy" and a "bitch". Since I obviously started it, I apologized to him as well, although it actually turned me on. After that first night, Chris and I never slept apart and we never called each other "pussy" or "bitch" again. Although we didn't reveal to our friends that we were a couple until after we graduated, we had an incredibly hot and meaningful relationship that allowed us to be "pussy" and "bitch" free our entire four years at Yale.

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1 Gay Erotic Stories from BiJebNYC

Jeb and Chris at Yale

Jeb and Chris at Yale… Although I had always been somewhat attracted to good looking guys, I didn't know I was truly gay until I met my freshman roommate, Chris. Having grown up in Michigan, Chris had that strangely innocent and cheerful Midwestern air about him--he always seemed so pure and positive about life and friends. Maybe a strong family provided that outlook or maybe it

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