Best Rated Gay First Time Sex Stories - Page 4

They started begging me not to tell anyone. When I looked at Brian, he looked so scared I thought he was going to cry. So with them at my mercy I decided I would turn this situation in my favor made a deal with them. I told Brian that since he liked fucking my litle brother so much he had to let me fuck him. He was hesitant at first but then thought it was better than me telling everyone that he was a fag. So he stood up and I leaned him up against the dresser and bent him over slightly in the same position he ad my brother. By now my dick was pulsating with the anticipation of finally living my greatest jack-off fantasies.
3.6 5 minutes anal sex fucking

After about 10 minutes of this I got up and sat in the seat next to him. I looked strait into his eyes as I started to stroke the insides of his hairy thighs with my free hand. I moved up and down his thigh with a feather touch while he was rubbing the bulge in his shorts. I eventually moved my hand to his crotch. I could see that he had pulled his shorts up as tight as they could go. Most of his ass cheeks were hanging out. I imagine his shorts were rubbing on his asshole each time he squirmed is his seat. This made his bulge evem more promenent.
3.1 621 words 3 mins

I lead him into my bed room. I take his shirt off and we lie on the bed. He has my shirt off....and starts to unbutton his pants. I say "Let me do that", I begin to undo his belt and just as I'm unzipping his pants.....I look at his and say "a present to unwrap" and we both laugh. I unzip and he raises his hips so I can get his pants off. He takes his underwear off real quick! I would have liked to do that slowly but the guy was as hard as a rock....So, I understand....I take my clothes off real quick! Soon we are both strip naked!!! and were lying next to each other pressed real close. I feel his hairy chest pressed against my almost smooth chest....Oh, I've waited a long time for this!!! I love a hairy man what a turn on!!
3.4 1723 words 8 mins hairy  big cock  cowboy  shower

For the record, it was not the military academy, the one located over the Hudson River outside New York City, but it was a military academy. As this is a work of fiction, it matters not which one it was, but if there are other graduates of this institution, they might recognize the location based on some of the incidents.
3 897 words 4 mins college & military straight men  twink  teen

After that I jacked off all the time..but somehow got more excited when I could do it while someone was there..watching or even jacking off too. That was how I learned to suck..remembering those pictures in my science teacher's magazine. It wasn't until I was old enough to go to a bar that I was reunited with him. He was in a gay bar that I visited and we ended up having sex all weekend long. I imagined I was still that very young horny kid..and he probably imagined I was too.
3.1 280 words 1 mins

One problem with being a project lead was that the old idea of nine-to-five didn't apply to you. You worked until you were finished, and there was no one to pass the buck to if you didn't. And if the team didn't meet their deadlines, it was your ass on the line. We'd only reached the halfway point in the project, and I could already feel the warning signs of burnout.
4 4860 words 22 mins friendship

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

The yard was a small one, being in the city, and at the edge of the yard, it dropped off into a back alley with the trash cans. Next thing I knew, I felt a blow to the head and the cans were flying. I had rolled right off the edge of the wall into the alley. The dude from the Diggers took me inside. I told him that I had been there earlier and there were no crash pads. He said "Let me see what I can do" and he came back in the room and said "I got a place for you, but you have to let the dude give you a blow job". It sounded tempting, but I didn't want to tell HIM that! I said "No way!" He said "Why not? If fuckin' feels good!". I hesitated and then he said "I'd even give you a blow job myself". I figured - what the hell, nobody will ever know.
3.1 564 words 3 mins anal sex fucking  blowjob

I have a very imposing football player build, am a flawless dresser, blue eyes, dark brown hair with blonde highlights and tan olive skin. Anyway, I had my heart broken by my high school sweetheart about four months before the event I am going to be telling you about. She was my life, my little angel. I had hurt her to the point that she needed to leave me and I could not blame her.
3.3 2915 words 13 mins friendship

Though it was seasonal work, we knew we could always get summer jobs to provide us with round-the-year income. The Berkshires are beautiful all four seasons and the thought of living there for a few years, after living in a cramped Manhattan studio apartment for the previous two years had us both in the best of spirits.
4.3 2897 words 13 mins beginnings