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Freshman Year, First Time

by Jackson Landsford


My first experience with a guy started my freshman year in college, when I walked in on my room-mate jerking off. Initially we were both embarrassed, but then later we talked about it and decided it was perfectly natural. So natural in fact that we told each other that we would not mind each other doing it whenever we wanted. My roommate put that to the test almost immediately because as soon as we went to bed that night he pulled it out and began to stroke it. It was dark and I could not see him too clearly but I could make out his shaft sticking straight up as he lay in his bed, and he made no effort to be quiet about it. As I watched/listened to him, I got a HUGE erection. I was confused and was not sure how to react to my own reaction. I was just beginning to think about pulling mine out, when I heard him gasp and he obviously climaxed. I just lay there in my own sweat and it took me an hour to finally fall asleep. I had a difficult time concentrating in class the next day, as my mind kept replaying last night. By the afternoon, I had decided that if he did it again, I was going to pull mine out too and stroke with him. I almost died that night because he didn't! The next day I had "cooled" off a bit and began to question my initial turn on. Maybe it was just a one time thing, brought on by the shock of actually having someone jerk off so close to me. Anyway, I had pretty much decided that I had not REALLY been turned on by it after all. However, that night right after we turned off the lights, he again pulled it out and began to stroke himself. Without even thinking, I pushed my boxers down my hips to my knees and began to squeeze and knead my dick. I could hear him breathing heavy. I looked over and could just barely see him lying in his bed....and he was completely nude and his dick was sticking straight up pointing to the ceiling. That got me instantly hot and my hand began to glide up and down my shaft. As I picked up speed, my own breathing got heavy. At that point he heard me and stopped his own action. I could almost feel him looking over at me in the dark, which only made me more excited! I was using both hands now, and they were flying on my dick and I really grunted with pleasure. He watched me for a few moments and then resumed his own stroking. We both stroked for several minutes and then I heard him intake a breath and saw him shoot a wad onto his chest. With just a few more strokes I came as well and blew a huge load all over my chest and stomach. I saw him reach for a small towel and wipe off, and it occurred to me that I had not planned ahead. I actually had to get up and clean off, and I was mildly embarrassed by this. Anyway, he didn't say anything and I was sure to keep a small towel beside my bed from that point on. We did that several more times over the next month. To make a long story short, I eventually escalated things by starting to jerk off in bed BEFORE turning out the light. This seemed to be fine with him and boy! was it nice to see his dick in the full light! We slowly progressed to giving each other hand jobs and by the end of my freshman year we were trading blow jobs and full body massages. It may seem painful how slow we progressed, but I think we both needed that initial darkness as a security blanket and a slow progression so as not to scare each other off. I look back on that year as a sweet and somewhat innocent episode in my life. If you want to read more stories about what we did next, send an email to dude28@hotmail.com.

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2 Gay Erotic Stories from Jackson Landsford

First Night in Prague

After my junior year in college I met three guys who were seniors and planned to take a trip across Europe as their graduation present. I agreed to meet them while they were in Prague. They are all gay and I suspected that they were more or less involved with other, but I wasn't quite sure how. Prague is a beautiful city and gay friendly. The streets and alleys

Freshman Year, First Time

My first experience with a guy started my freshman year in college, when I walked in on my room-mate jerking off. Initially we were both embarrassed, but then later we talked about it and decided it was perfectly natural. So natural in fact that we told each other that we would not mind each other doing it whenever we wanted. My roommate put that to the test almost

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