2 comments/ 18823 views/ 26 favorites A Nerd Has His Moment By: joelafayette Have you seen the movie "Crazy, Stupid, Love"? Ryan Gosling was very proficient womanizer, and he helped an older guy played by Steve Carrel learn how to seduce women. That was me in college. I mean Ryan Gosling, not Steve Carrel. No, I wasn't nearly that handsome. But I had the body, I had game, and by my junior year, I had lost count of the women I had bedded. So why on a Friday night in my crappy dorm room was I on my back, legs spread wide, with a man named Jamal between my legs? I still went on dates and loved women. But Jamal was the latest of about a dozen guys I'd been with. I only bottomed, because that is how my curiosity had rapidly evolved. The first thing that had gone into my butt the other way was a penis. I didn't have any slow awakening period where I explored my curiosity on my own. I was at the right party, at the right time, with the right amount of alcohol, and I just went for it. It hurt like hell, but now I was used to penetration and loved it. I kept this part of my life secret. I had a great group of guy friends, including the great friends and macho culture from the varsity lacrosse team I played on. There would be hell to pay if those guys ever found out. But this story isn't about Jamal, it's about my roommate. More on that later. Jamal was an old hat at this. We didn't know each other well at all. This was a hookup, and it definitely wasn't his first time. An anonymous quickie was all we were interested in, as was always the case for me with other men. He carried himself well and took charge, just as one might expect for someone who had done this a lot. There had been minimal foreplay. I was very honest to him that I wasn't into kissing yet or anything like that, and I suspect he wasn't either. I had prepared for his arrival well by cleaning myself and using a slender vibrator to relax my opening. I got acquainted with his unit orally briefly before the condom went on. His dick was surprisingly little considering he was a couple inches taller than me and, well, he was black. So much for that stereotype. So his penis entered me easily with no discomfort before he setup a steady tempo and seemed to be enjoying himself. I was very happy to have a chance to be with Jamal. He was my first black man. As much as I'd like to think race didn't matter, if I was being honest with myself, I knew it did. I was your typical right-wing, conservative white guy from the country. We had no openly gay students and only one black student at my high school. I'd like to think I brought no prejudices with me from my home town. But if that were the case, getting plowed by a powerful black man probably wouldn't be feeding my submissive personality so nicely. Whatever. Jamal sure wasn't complaining. I preferred to be bent over for him or on my hands and knees. It just seemed more submissive and kinky, and that was what gay sex was all about for me. But he had requested this position, and I liked it more than I thought I would. The looks on his face while he enjoyed the sensations my body delivered to him were worth it. He clasped my cock in his hand. I was rock hard, which was slightly unusual for me while getting fucked. That was a tribute both to the exotic appeal of my first black lover, and the fact that I was becoming comfortable with gay sex. He stroked me gently as I neared orgasm. I was on a short fuse and knew I could climax any second. I tried desperately to hold back. I was new at this, and I always felt weird after I climaxed. I preferred to do it later, and I knew I'd enjoy being horny thinking about this encounter while on my date with Beth later later that night. I'd likely need to perform again that night, crazy as it sounds. But I would finish if Jamal wanted to see it to better his experience. I was there to serve him. Fortunately, my rather inexperienced tush was too much for him, and he came shortly thereafter. He got dressed and found the door quickly. It wasn't awkward. We thanked each other graciously, and he was a cool dude about it. There was a home basketball game at 9PM that night, and I hoped my services would help him relax and perform well in front of 20,000 adoring fans. He'd go on to score 27 points. Typical jock superstition would bring him back to my dorm room several times again to prepare him for a game. Jamal would be my first repeat fuck. "You can be discreet, right?" he asked on the way out. "I know I asked that before, and I don't mean to annoy you. It's just really important." "I give you my word, Jamal." I meant it. After Jamal left, I just sat on my bed enjoying the feelings. I felt the squishy mess from a lubricated, slightly gaping and used butt. Jamal had used a condom, so I didn't need to get dressed to walk to the suite's bathroom (there were four rooms to a suite) to clean up right away. I thought my roommate was away for the weekend and I had complete privacy. I got up and stood in front of the mirror attached to my closet. I was about to open it and get my towel to go the bathroom when my roommate walked in. A bit of background on my roommate: First, I hated that I had one at all. But I didn't have a lot of money and loathed debt, so this is why I wasn't in an apartment like most upperclassmen. Instead I was slumming it in a dorm my junior year, in the worse part of campus furthest from my classes. I had a freshman roommate because I didn't plan well and apply for a single occupancy room or pick my own roommate. He was a shy, short, nerdy virgin and total disaster with women, and one of the best friends I'd have in college. He looked up to me. He saw me with tons of women, since he'd been kicked out of the room on many occasions so I could have sex. I had taken him under my wing and become his unofficial mentor. I coached him on how to act and dress, and he had already had a few dates and at least finally kissed a girl. When I wasn't having sex or teaching him how to get there too, we'd hang out in the room, do a little underage drinking, and get to know each other as equals. He was supposed to be at his parents' house that night over an hour away. He had a date with a girl from his home town, then he was going to spend the weekend at home. Yet here he was, standing in the doorway two minutes after I had finished getting fucked in the ass. Awkward. There were lots of plausible ways to get out of this mess. He had interrupted me having sex with a woman once, before we coordinated our warning systems better. He might assume that had just happened. Statistically, it was likely. I had a habit of air drying after a shower in my side of the room, so he had seen me naked tons of times, and my current position was normal. I had a solid semi going and freshly shaved pubes, but even that wasn't such a big deal. Maybe he'd assume I was just about to get in the shower, which was also true. I turned to face him, realizing there was probably lubricant coating at least part of my lower butt cheeks. So embarrassing. He was looking down there before meeting my eyes. "No date?" I asked. He looked sad. "She blew me off. I'm never going to get laid." "Man, I'm sorry. You want to break into my whiskey bottle a little?" I offered. "Definitely," he sand. Since we were living in on-campus housing and both underage, this was a big deal. I reached into my closet and pulled out the almost-full bottle of Jack Daniel's and handed it to him. He glanced at my penis before returning to his side of the room near the door. "You love just hanging around naked, don't you," he said with a laugh. "I was about to shower," I said, reaching in for my towel. But it wasn't in the closet. It was on the bed, placed there by me to absorb any lube from my earlier sex act. Oops. "I'm getting very used to rejection, but at least I'm trying, right," he said as he took a sip straight from the bottle. He wearily sat on the edge of his cheap college dormitory standard-issue twin bed and took his glasses off and set them on his desk. "Can we talk for a while?" His request was unusual. We talked a ton, but it just sort of happened causally when we both didn't have stuff to get done. I sat on my bed on that towel, wondering with amusement if my roommate would know why it was there. But I refused to get dressed. If he was going to interrupt my routine, he was going to have my cock right out there. I reached out to accept the bottle from him and take a drink. I didn't abuse alcohol or even drink much, but having a stash was essential for a guy my age to impress people and take the edge off the lady friends. I preferred the taste of the whiskey and enjoyed the burn as it hit my throat. Since we refused to setup our room with bunk beds, that sacrificed floor space. Our beds were close enough together to where we could sit and talk quietly. He took another shot of my whiskey also before getting right to the point. "I know what you were doing just now before I got here." I froze, my heart racing all of a sudden. "What?" He nodded towards the cheap blinds. There was an outside balcony running across all the suites; that's how we got to our suites, then the rooms were off the suite hallway. One of the thin blind slats was bent, thanks to an "accident" the previous week with one of my textbooks when I was stressed while studying for finals. Someone could jam his face against our window and glance in if he so desired. "I figured you'd have a girl here since I told you I'd be gone, so I checked. I was surprised to see one of our star athletes on top of you." My embarrassment was temporarily overcome by my concern for a fellow human being that took a chance with me. "You can't tell a soul, seriously, I need your word. He is counting on discretion." "Of course," Travis said. "So are you gay now?" I was beginning to recover. I was the confident upperclassman, the mentor. I had nothing to be ashamed of. "It's complicated." "I've seen you with so many women, I just am surprised, you know, to see you bend the knee for another man." I smiled at the Game of Thrones reference before considering how to address his confusion. I knew this would be a foreign concept to him. To someone so young and naive, someone both a virgin and completely straight, the idea that I could be straight and love women but occasionally want to submit for another man was surely impossible. Maybe it was anyway, and I was delusional. "I'm straight," I said. I paused for a second, and I could tell he doubted me. "Well, maybe I'm bi, I don't know. I hate labels. I only get emotionally involved with women. I am only attracted to women. It's the act of submitting to a man that turns me on. I am in control of every aspect of my life, and I do very well with women. It is nice to give up control occasionally. I kept an open mind and tried it once and loved it." "Really?" he asked. He was starting to get it. "I've never even kissed a guy. I've never dated a guy. And after I am with a guy, I just want women more. Crazy, huh? The gay sex is the escape from the norm for me, and it's kind of fun! You might take on a more dominant, top role with other men since it's the opposite of your daily routine." "How long?" "About a semester," I answered. "You think less of me? I'm still good with the ladies. I'm still qualified to be your unofficial adviser." I felt silly trying to justify myself to a virgin and a freshman, but I was genuinely curious what he would think. "No," he said. "You know, you do watch a lot of anal in porn." I laughed. "That's because I like to fuck women in the ass from time to time still. Gay porn doesn't turn me on." Like any college men, Travis and I watched too much porn. We shared links and watched some together sometimes for fun. Our conversation paused for a moment as he took another hit from the bottle. My eyes lowered. I was feeling confident again, like the mentor I was to him. But part of me was still embarrassed. I looked at him closer and noticed something quite interesting though. He seemed to be hard underneath his jeans. We continued the discussion for a while. The cat was out of the bag now, and it was oddly liberating to confess my "dark side" to someone who actually knew me. He seemed very curious and friendly, and I was sure now he wouldn't try to sabotage me or try in any way be mean with this new information. Travis and I always had honest talks about sex. I told him intimate details of what I did with certain woman, so I was used to this, albeit the gay part was new. But nothing prepared me for what happened next. "So I have one more question." "Okay." "Don't get pissed off though. I don't know how you will react, and maybe you will get offended." "I doubt it buddy, come on." He stood up straight, looked me in the eye, and said with as much confidence as he could muster, "I want to fuck you." I let a few seconds go by as I stared at him, stunned. "That didn't sound like a question," I teased. "May I?" "For real?" I asked. He nodded. "Right now?" "I'm sick of being suck a dorky, clueless virgin," he said. "I want be inside another person, to know what it feels like, so I know what to expect when I'm finally with a woman. Plus the idea of fucking my mentor, the ladies man, kind of appeals to me to be honest." Oddly, his proposal to fuck me reminded me why this short nerd would make such a great husband to a lucky lady one day. I believed, much to my surprise, that he really did want to fuck me at that moment. I also knew that he was the kind of guy that would say that so I'd feel better after being outed to him. This was his way of sharing the taboo act with me and telling me it was okay, that he wouldn't use this info for evil. A thousand thoughts went through my head as I weighed the pros and cons, estimated the risk, etc, over the next few seconds. We were in final exams that week. Any awkward roommate backlash after this wouldn't last long, because I was moving off campus for the spring semester. I had to admit, this was the best time if this was going to happen. But Travis wasn't the typical guy I'd get with. Since I was on the receiving end and enjoyed the submissive aspect, so far the men that fucked me were very masculine and dominant. I was 6'1" with a strong build and my roommate was about 5'6". He was a short, nonathletic nerd. He was slim, but not exactly an athlete, and he was nervous and lacked confidence. But the idea of showing him the ropes and taking the mentoring role to a new level suddenly appealed to me. Apparently it appealed to my hormonal urges, too, because my cock began to swell. He noticed. "Your subconscious seems to like the idea," he said and nodded to my crotch. "You know how to feed my addiction. If you're serious, you might as well undress, then we'll see," I said, putting the ball in his court. Despite the fact that I always hung out naked, taking forever to get dressed in the morning or whatever, I had never even seen Travis naked. He took his underwear to the shower with him and came back to the room half-dressed. "Come on, I'm always naked around here," I said. He laughed, then his shirt came off. It was a nice shirt, appropriate for a date. I had helped him pick out his entire outfit. Then the jeans and shoes followed. He stopped at his boxers, since that was the big move. He turned a little red as he slipped them off. What was waiting underneath shocked the hell out of me. He moved a couple feet closer to me to let me inspect it. "Oh my God, are you kidding me?" I exclaimed. He smiled now. I saw a bit of confidence and maybe some pride show through. "Travis, your dick is huge!" He was completely non-proportionate. He was short and geeky. But even in a flaccid state, I could tell he had a monster. He didn't shave at all, just as I would expect, and if he was bare like me it would have appeared even more impressive. "You just had a very tall black man in here, so I appreciate you acting impressed," he said. "Did you get a close look through the window?" I said. I paused and went over to the window and bent that offending slat back to straight while it occurred to me. I didn't want to come out to the rest of the campus. "Your dick is bigger. Not that it's a contest or anything," I added. "I've never had one this big, seriously. Come a bit closer." It was showtime. I was going to take the risk and let my roommate fuck me. Travis put his cock a foot from my face. I reached around and patted his left butt cheek while my other hand reached for the piece of meat in front of me. I paused just long enough to ask. "May I?" I didn't wait for and answer as I gently clasped around his thick member. He moaned and didn't object. I knew I was the first person in his adult life to touch his cock. Two slow pumps and he was already at half mast and very impressive. My own cock's arousal paced his. "That's nice," he said. I had a strong urge to take him into my mouth, but I fought it. I didn't want to delay or risk him chickening out of the main event. "You don't mind sloppy seconds going right after Jamal"? I asked. He laughed. "I did see a condom." "You're right. He didn't leave any evidence in me other than a sore bum. About to get a lot more sore." I stroked him a few more times, then added, "It's just sex, buddy. I promise it will stay between us, and I expect the same discretion from you." He nodded. "You'll want to be with women even more tomorrow; this won't change a thing." He was up almost all the way now, and it was daunting. I couldn't hide my own excitement now. I was no longer just considering doing him a favor to help with his virginity hangups. I wanted his dick inside me. I stood and went to get the lube from my closet. "I just used my last condom. But I've never had sex without one, and you're a virgin, so..." "Sounds good to me," he said. I squirted some of the thick gel onto my palm and worked it onto his cock. He grew fully hard immediately, his firm erection almost flat against his belly. "Damn, you're a big boy. This is going to be a challenge, but yes, I'll bend the knee for you." "What do I do?" he asked. "I mean do I need to finger you for a while, do we have to do oral or anything?" I wasn't sure what he'd go for with all that, but it wasn't necessary. "Let's keep it simple on your first time. Jamal already broke me in, so I think we can get started right away." Travis pointed to the wall behind me. "Bend over the bed. I'm going to fuck you from behind." I liked his assertive attitude, but couldn't help laughing a little at the transformation. I realized if Travis could walk around naked outside with his big cock hanging out all day, he'd be a much more confident person. I agreed dogie was best. He wouldn't have to look at into my eyes or feel threatened like I'm going to make out with him or anything. I turned to face the bed, spreading my legs wide and leaning over to brace my hands against the mattress. I felt Travis' strong grip on my hips immediately as his erection poked one of my cheeks. "Penetrate slowly, okay? I don't know if I can take it." Travis didn't waste any time finding the lubricated target between my cheeks. Since I'd been opened recently, there was still a soft indentation where the hole waited for him. The tip slipped in easily enough and began to pry open the strong muscles at my entrance. I relaxed and dilated to allow him inside, and I quickly discovered Travis was truly in a different league from other men. I gasped as the large head passed my barrier. "Oh my God, wow," I said. My abs twitched, my nose crinkled up in surprise, and I tried to will my butt to stay in place as I was impaled on his huge cock. He wasted no time, slow but smooth as the rest of his shaft passed into me. I grunted as he bottomed out. It hurt. Not bad, but I wasn't used to this. The extra thickness really tested me. A Nerd Has His Moment "There you go, that's no problem," he said. "Holy shit, damn that feels good." He was the virgin, but being in a dominant position behind me was already bringing up his confidence. He didn't wait long, just a courtesy second or two for us both to acclimate and enjoy the fullness. Then he slowly backed out. His length seemed to go on forever as he took it out all the way until the tip was barely wedged inside, then he drove back into me with a full stroke and began a slow tempo. His skilled insertion and smooth stroking with a consistent range of motion were indicative of a much more experienced lover. Travis was a natural. I was expecting it to get better, but for some reason it hurt more. After about five strokes, I had to stop for a break. I had never made a man stop once he was inside me, even when I lost my virginity. "Hold on just a sec," I said and brought my hips forward. His cock departed with a slurping sound, and my muscles closed tight after the offending member vacated. I stoop upright and turned to smile at Travis. "Whew," I said, catching my breath. He was smiling back, apparently loving his first fuck. "You're going deeper and wider than any man has gone before, that's for sure," I said. That was the only Star Trek reference I ever used while getting my butt fucked, and Travis was probably the one guy that would appreciate it. "Okay, let's do this. Fuck me, Travis." This time it was easier. The pain was completely gone. He continued at a slow pace with full strokes for a while as I learned to appreciate his hefty size. His pacing gradually increased, but when it did, I was ready. The virgin proceeded to give me the best fuck I'd ever had from another man. It wasn't just because he had the biggest unit, although that helped. He filled me up perfectly and hit all the good spots just the right amount. He seemed to drive in at just the right angle to rub that magical place inside me. Drops of white fluid oozed out of my erect cock as he pressed hard against my internal mechanisms. I sometimes had pre-come while a man was in me, but it was clear and barely noticeable. I expected him to come really fast, but after a few minutes he seemed to be in complete control and nowhere near done using me. I began to appreciate sex without a condom. I could finally feel a real man inside me as I was meant to, with hot flesh rich in nerve endings merging and rubbing together. His strokes were gentler on my tissues, and I could last longer without getting sore. He become more dominant, feeding my submissive mood nicely. It started with a few light slaps on my right ass-cheek, accompanied by a "God I like fucking you" or a "Nice ass." His dirty talk was simple but effective. He was into it, confident, and doing a great job. He even reached around and clasped my erection once. I almost climaxed right then, but he mercifully released my unit just in time. Then the pacing slowed. He began pulling all the way out of me and pausing before plowing deep into me again. I enjoyed the extra stimuli of being opened completely over and over again now that I could take him no problem. His hands pulled my cheeks apart, and I felt the cool air enter my exposed hole. "Are you gaping me?" I asked. "Yes." "Is it working?" As far as I know I hadn't done this before. Men just stayed in me until finished. But Travis was expanding my anus more than ever before, and it left me a wide open, relaxed mess. I thought it was hot as hell. "Oh yeah, and it looks very cool. I love tapping your ass. Who knew?" "Great." I knew he would like seeing my worn out hole. We had watched enough porn together that I knew his tastes, at least as they applied to women. He left his cock in me now and returned both hands to my hips. Sensing the end was near, I began to push back and meet his strokes. I alternated between tightening my muscles and relaxing them, trying to time it right to hit the sensitive area near the front of the penis while still allowing a smooth ride. I was new at this too, but my efforts paid off. A few strokes later, I broke through Travis' control and brought him to orgasm. It hit him suddenly. He didn't to announce the climax, but I could still sense the moment had arrived. His thrusting became erratic and hard, I felt his fingers dig into my flesh on my hips, and he grunted loudly. I couldn't feel the semen defiling me, but I knew he had emptied himself completely in my bowels. I had performed oral before and swallowed another man's essence, but I had never taken a load in the ass like this. I got off on it big time, knowing I might never again engage in this risky behavior. When the movements stopped and I was confident that he had finished, I leaned forward and slid off his large pole. I turned to face him and sat on the bed. He was flushed and breathing hard, and he just grinned but didn't say anything. His cock was still impressively large, although it had begun to deflate. He took a step forward, bringing his cock within reach. His unit was clean other than some lube, and I was glad I had prepared well in advance of Jamal's arrival. I gripped near the front with one hand while taking my fingers and rubbing the base from below his balls, milking towards the top. A final large glob of white cum oozed out the tip. I lowered my head and took it onto the tip of my tongue. I enjoyed the strong taste for a moment before swallowing. I patted his butt affectionately, then stood. "It might get weird for you after you cum like this," I said. He nodded. I knew how he felt. "It's normal. It will pass. I'm going to hit the shower, and I understand if you need some time." "Thanks for doing this. It felt amazing, no regrets, seriously," he said. "Well I wasn't doing you a favor. Seriously. You're the best fuck I've had. You have a big dick, and you damn sure know how to use it. I might be walking funny tomorrow, and I think you ruined me for other men, but that was incredible." I grabbed my towel and cautiously opened the dorm room door and headed for the suite's shower. Everything felt loose and messy down there, and I was happy to leave and take care of cleaning up inside and out. Travis was gone when I returned from the bathroom. Later that night I had a date with a freshman named Beth. We had been on about five dates which was unusual for me, being a bit of a player. She had a cool personality and didn't put out quickly, so I had to work for this one. She was a beautiful blonde with big tits, and I finally fucked her that night. We did it on the same bed that two men had taken me on that afternoon. Beth was a virgin, so it was a special night for her and a significant event in her life. We would date for two months before calling it off. Then we dated again the next year and made it work a lot longer. Travis found a lot of confidence after plowing his lucky roommate. The change was obvious to people that knew him like me. He ignored the lady from his home town that had blown him off, and not surprisingly, she came around and ended up being his first female lover. The next semester I moved off campus as planned, and Travis came over many times to repeat that night with me. We kept it non-emotional, just a good time to distract us from our dating lives with women, and it worked great.