Alphabetical Listing of Gay First Time Sex Stories - Page 2

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

As ravenous as he was with my nipples I thought he would attack my cock. Instead he nursed on it and kept bringing me close to climax but wouldn't let me cum no matter how much I begged him. When I couldn't take it anymore I pushed him off of me and onto the flow that's where I got my revenge and attacked his dick with wild abandon. Eventually he couldn't take it either and suggested a 69 which I readily agreed. With him on top he pumped into my mouth good thing I could throat him and continued to nurse me. I felt him trying to push my legs apart and me thinking he was going for my balls like before I let him but instead of my balls he lifted my legs and went for my asshole. I had only been rimmed once and that was one of the very few times I've cum without touching my dick.
3.6 1595 words 7 mins hairy  rimming

Well a short introduction about my self I am 30 years old now I am 5 7" and 180 lbs chubby guy with a tool length of 5", yes I have a small tool and I am proud of it. Ok so moving on with the story It was a late evening time when a car stopped near my apartment and my dad's old friend stepped out. We all were so happy to see him after a very long time.
3.5 1044 words 5 mins

I retorted with a grin that I just never married, cursing him silently under my breath. He insistently asked why. I told him it was none of his business. Then he asked me if I had a girlfriend. I told him I had female friends, but not a girlfriend. The kid continued persisting that I was maybe a virgin. Annoying the hell out of me.
4 5594 words 25 mins friendship

In my Junior year I had lunch with a group of guys who talked and dreamed of sex, but didn't have it unless it was alone with their hand. We had had lunch together since we were Freshman. We all wanted to lose our virginity. There was a fear we each had that we would die virgins. Things began to change in our Senior year.
4 2176 words 10 mins friendship

I am in my mid 20's and had recently been living in the Washington, D. C. area. I just finished graduate school after putting in many years of hard work, and I had received a great job offer from a company in the mid-west. If I accepted the offer, my salary would more than triple. With this offer, I could start to feel my career taking off. The trip would change my life in more ways than one.
3.9 3817 words 17 mins encounters

I checked out the wanted ads and nothing was available. I picked up an alternative newspaper and saw an ad for guys to appear in porn films. I'm a chubby guy and didn't think of myself as a porn star, but the ad said all body types needed, so I called and made an appointment. When I got to the office, I filled out an application and showed proof that I was 18.
3.9 3792 words 17 mins college & friendship

When I started my love affair with dick it was right when aids was discovered. Consequently, my need to stay disease free kept me from having any of those cocks feed me their sperm. I experimented with eating my loads, and found that I thoroughly enjoy tasting and swallowing it. I had badly wanted for a long time to take a guys load down my throat, but I was always safe.
4.3 3881 words 17 mins encounters & interracial

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

Never, over the entire year. So many of those strong, sex-smelling men. I couldn't see, possibly, how I could have passed that entire time without ever touching one of my hall-mates. Or how nobody had ever come to me, maybe hinting or asking, EVEN ONCE! Some hot man, someone I had so many times really wanted to clutch: I was absolutely dying for his approach.
3.9 6176 words 27 mins college