Gay First Time Gay Sex Stories

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Seduced into First-Time Gay Sex

by JJ79cbab on Dec 9, 2019
Gay Male

How did I get here? How did I end up sitting on a couch watching my two best friends fucking like crazy on the bed in front me? My Two best *male* friends, just to be clear. And boy, was it hot. Tristan was on all fours and Mark was pounding his ass hard and... No. I'm getting ahead of myself, let me start from the beginning. My name is Jay and I'm straigh...

First Time Gay and with Older Man

by JohnnyJoven on Jan 20, 2020
Gay Male

I was 18 when I had my first gay experience. I lived with my mother and siblings, and we had many friends including a neighbor who would stop by the house often, for coffee, dinner and other family events. He was smart, funny and a confirmed bachelor and was friends with us all. He was more attentive to and supportive of me, I wasn't sure why, but I was pl...

Femboi has First Time Anal

by Alluring_Crimson_Shifter on Oct 8, 2019
Gay Male

Jacque was coming over and Ryan waited in anticipation. Finally he heard a knock on his apartment door. Opening the door he greeted Jacque for the first time in months. Both were starting college. They gave a hand shake and a hug to head and shoulders, with a hand around each others back. "How are you?" Ryan wanted to know. "Fine, you look as good as ever,...

Cross-Dressing, Gay & Lesbian Sex 04

by SusanJillParker on Aug 30, 2017
Gay Male

There are no underage characters in this story. All characters are over the age of 18-years-old. Daniel and Martin swinging in a foursome, k-i-s-s-i-n-g. * "One more thing?" He looked at her as if she was about to ask him for a divorce. He looked at her as if she was about to ask him if Greta, Maureen, Ebony, Janya, and Veronica, along with Martin, coul...

Sharing Secrets Pt. 03

by Showoff888 on Sep 14, 2017
Gay Male

I can't believe this is real, Hoshi says to himself. I am naked in bed with my best friend Dion who is also naked. I was carried by my Dad, who at the time was also naked and put into the bed. It felt so good to feel my Dad's bare skin against my own, and it feels so wonderful being naked in bed and cuddling up to Dion's naked body. My own tiny penis is al...

Straight Guy: Big Dick Syndrome

by silkstockingslover on Sep 25, 2017
Gay Male

Straight Guy: Big Dick Syndrome Summary: Straight guy ends up curious after seeing colleague's big cock. Summary: Seeing colleague's big dick in hotel room makes him curious. Note 1: This is a Nude Day 2015 contest story. Note 2: Thanks to goamz86, Robert, and Wayne for editing. Straight Guy: Big Dick Syndrome You never know someone until you live with...

Matthew Makepeace: Made to Measure

by JASONSHOMOEROTICA on Aug 18, 2017
Gay Male

CHAPTER 1 Matthew Makepeace laid his final brick of the day and, in his usual meticulous fashion, pointed off the excess mortar from the course he had just finished. When Matthew had finished a piece of work, there was never any need to go back and point the joints as he always left everything perfect. Matthew was, as you must now have gathered, a brick- l...

Bisexual Quarantine Seduction

by SluttyBisexualGuy on Sep 14, 2020
Gay Male

Chase Denwitty had moved into his downtown apartment exactly one month before the world changed. He was a single, good-looking 25-year-old guy, working a promising new job at a digital marketing firm, after two grueling years working temp spots and building up a resume. He'd snagged a killer apartment with two male roommates in a three-story apartment righ...

People Can Only Label Themselves

by PanzerFeck on Aug 31, 2017
Gay Male

1 I don't know what other people do when they graduate college. I suppose they just try to make a break for where they're hoping to get to, otherwise fall in line with the way their life is shaping up, if they don't just go back home to mom and dad. Myself I was twenty-one when I graduated and I was lucky enough to have a permanent job, though not the job...

My First BBC

by loneguy01 on Sep 14, 2017
Gay Male

I had experimented with gay sex during college but had not indulged for over 20 years. In my late 40's, trapped in a bad marriage, I began to recall my college days and began to spend a lot of time in gay chat rooms. I started hooking up with men I met at these sites. During my college days, I was usually the one who was getting fucked and it was mostly with...