by KeithD
Fire Island! First time I got fucked was there, and the second...then several times a day. Left my girlfriend.
Finally met an older guy, a HS art teacher, on the beach and when I wasn't working, I spent the rest of the summer on my knees at his place. He had a nice long cock, not thick or fucking huge just the right size to learn about get the gag reflex and take him deep. My fingers could feel the bulge passing down my throat. I really loved it. However, when he was fucking me, it was like he hit the wall and couldn't get it all in, it hurt a lot.
This was very good, very intense, moving and quite HOT. What is it about the beach that lets us lose our inhabitations? For me it was Rehoboth Beach, also a popular gay destination. I would go to my family's vacation home there and engage in things I'd never do back in town. Maybe it's the heat, or the lack of clothing or the more casual lifestyle, or maybe a combination of these. Whatever it is, it seems to work a kind of magic on some people. It certainly worked something on this young man, and it worked him good. Jeff's journey is really starting to get interesting, so I hope you're planning om continuing this ***** story. MLF
Wow on the story! Just after getting out of NYU in 2019, I was invited by an ex-prof (~40) to stay with him at a place he rented on Fire Island, so I took him up on it and took a water taxi over. I'd never had sex with a guy before but wanted to give it a try, he was a good teacher too. He sported a nice hard cut 6" cock which I was sucking within the hour, my first bj & I swallowed his load! The next day he was fucking my ass. It was a nice three day trip for me, too short but I could see being with many other guys next time. I'd drop by to see him once a moth during Covid.
Had a similar experience on fire Island. I worked as a server in an upscale restaurant in Manhattan. An older gentleman became a regular customer and was a very good tipper. We became pretty good friends and sometimes he took me to dinner and back to his apartment. I always spend the night as we sucked and fucked. One night he mentioned he was going to spend the weekend on fire Island and would I like to join him and his friends. On Friday he had a limo pick me up at my house.. He had a friend with him and in the limo was a blackout curtain. I was sitting between the two of them, and we were drinking martinis. It wasn’t long before his friend put his hand on my cock and was massaging it through my jeans. Within about 15 minutes they had me naked playing with my cock and massaging my ass. His friend and I were making out as he was pinching my nipples and the other gentleman was sucking my cock. We spent the entire ride, sucking in fucking. When we got to the house, they were two other gentleman there. I spent the entire weekend being their play toy as they had their way with me. They all fucked me at least a couple times a day and I slept every night with a different man. I also fucked all of them at least once a day. I had an awesome weekend and think about it all the time. I often get hard and jerk off. Just thinking about it.