Alphabetical Listing of Gay First Time Sex Stories - Page 3

Family Holiday

It sort of came naturally to me, over the course of about a year. Seeing boys in the changing rooms at school, half naked, was the main trigger point. Life was easy for me. I lived in a small rural village in the countryside, a nice house, and a large garden. My only worries were getting up in the cold dank morning to catch the bus along the icy country roads, the usual for a teen my age.
4.1 1825 words 8 mins friendship

Fateful Encounter

Maybe I wish it would somehow happen again or that I could somehow go back and relive the experience. I have always had mixed feeling about it, but when it creeps back into my thoughts and I end up thinking about what actually took place; I end up taking myself back to that fateful time in my life, reliving it. but then I wish to forget it ever happened.
3.5 5460 words 24 mins encounters

First Chatroom Meet Up

I set up a profile on a site, and set my status to let everyone know what I was looking for. It didn't take long for someone to start a chat. He was just as eager to be sucked as I was to do the sucking, and he wasn't too far away, so I took a deep breath, typed my address and hit send. He rang my buzzer about ten minutes later, so I let him up.
4 879 words 4 mins college

First Time Being Fucked

However, first he applied a generous amount on his hard cock. I was watching with intense fright, but at the same time I was horny as hell. Even though I had never had my ass invaded before, I was curious to find out what it would feel like to be fucked in the ass. To get me ready, he leaned forward and put his face between my legs and started sucking my asshole and balls. God! Did it feel good. He then rammed his tongue in and out my ass while jerking on my cock. By this time his cock was throbbing and I knew he wanted my ass more than anything. Then, he greased my tight, virgin asshole. He stuck the tip of his cock-head in my hole. It felt wonderful! Warm and very hard. Then, he pushed my legs as far apart as he could and put about an inch inside.
3.6 1144 words 5 mins anal sex fucking  hunk muscular  balls sucking  monster cocks

First Time Being Fucked by Random Hookup from Video Room

We were sucking each others cock with gusto. His dick was not very large, 5 inches average thickness but hard and ready for action. Then he said, "Please can I.." he wanted to fuck me! Now I've been fucked before; but when I need to be fucked I look for a 7 to 8 incher. His tongue traced my whole body, and with the need on his face and that boyish smile I said "OK". I turned over, and he did a slow penetration. He frenched kissed my ear and started to fuck with an amazing technique. He did not have a long dick but he hit my prostate just right.
3.4 354 words 2 mins anal sex fucking  asian

First Time Blowjob at Video Arcade

I went to the back booth to watch my favorite type of videos and dropped a coin in the slot. Shortly after I started to notice that a black man entered the booth across the way and proceeded to watch his video, but keep an eye on the aisle.
3.7 513 words 2 mins hunk muscular  blowjob

First Time Blowjob in Video Store Booth

Inside, everything was painted black. There was a narrow corridor down the center, with booths on each side. There were a couple of guys just standing around, one of them smoking (this was in the days before surveillance cameras). All of them looked at me, scaring the hell out of me! I didn't know exactly what they wanted or what they wanted from me, and I was torn between fear and desire. This was exactly what I had come here for, but I didn't know if I was brave enough to go through with it.
3.8 1214 words 5 mins blowjob  deepthroat  glory hole

First Time Calling Up an Classified Ad in The Paper

Slowly at first then with more eagerness I took his manhood in my mouth and licked and sucked. I tried to take it all but I kept gaging. We moved into a sixty nine position and I lost all track of time. I lay on my back with M.'s dick slowly sliding in and out of my mouth, his balls would come to a rest on my nose before his dick would begin sliding back out. All the while he sucked my hard cock.
3.5 522 words 2 mins anal sex fucking

First Time College Freshman Became A Bottom Slave

Joel went on to say that I had to be open-minded as there would be things that we did which would hurt at first but would turn out to be pleasurable or things that wouldn't seem pleasant but actually are. To make sure that I this is what I really wanted, he tokd me that if in a week I still felt the same we would begin.
3.6 4063 words 18 mins blowjob  shaving  shower

First Time Frat Brother Story

I had allegedly gotten a single to take conquered babes to after parties...though Mike was a babe definitely worth conquering :-) There were a few occaisions that he and I basically got caught with our pants down! There would be an unplanned knock on the door, and we would either have to pretend there was nobody in the room (a difficult task, given that there was moaning coming out of the room just seconds earlier), or hope that we could get our pants on fast enough to make things seem kosher. .... Despite a lot of great firsts, after Mike and I broke up it took me over 2 years for me to accept the fact that I was gay. I know where he is now though...he's a great friend, and I'll never forget him and my first time.
3.6 775 words 3 mins fraternity

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