Gay First Time Straight Stories

22,593 results
Orientation
Length
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Infinite Scroll

Losing My Cherry

by bimanms on Sep 14, 2017
Gay Male

It was 1996 and I was living on the coast of Mississippi. I had been married for six years, and my second son had just been born. I had just returned from several months at sea on a Navy ship. My wife was always exhausted and not interested in sex. I, on the other hand, had a perpetual hard on. One day while driving along the beach I happen to notice a sign...

Cougar and her Five Virginal Cubs Ch. 16

by SusanJillParker on Sep 19, 2017
Gay Male

Chapter Sixteen - "Now What Should I Do?" After watching Joey blow Stephen and Stephen blow Ralph, after watching them cum in one another's mouth, I was as shocked, as much as I was disturbed by the sight of two of my best friends having gay sex. Now what should I do? Should I rat on them? Should I tell the guys that Joey and Stephen just gave one another...

A Bend in the Road

by Writer_FM on Aug 22, 2018
Gay Male

My divorce was final and I was beginning to understand what it really cost me. It wasn't the attorney's bill, the lost equity in the house, or the lump sum I paid to avoid monthly alimony. I'd recover from all of that. No, the real cost was the realization that my sex life was probably over. I'm 45 and I'm no Chris Hemsworth. Not even an aging Chris Hemswort...

My First Time

by biboy13142 on Aug 18, 2017
Gay Male

My first time was the result of a long building desire to have sex with another man. It was also the result of my girlfriend of three years. To start out, myself and Shea had been together pretty much since I was 17 years old and she was 15. I was 21 at the time, and I was going to a wedding of a family friend I had known for a while. Now for the backstory...

Dorm Deal

by Daniel_Steele on Sep 14, 2017
Gay Male

I slowly sank to my knees between Derek's legs, wondering if it were really going to happen. Wondering if everyone were serious and actually going to go through with it. Were the four of us seriously going to suck each other's cocks? I looked over at Adam, on his knees between Barron's legs. His wide eyes stared back at me full of the same question I was a...

Stew's Fantasy - Keith's Perspective

by fatherfucks on Aug 8, 2018
Gay Male

Mike and I have been together for a long time. We first met in college forty years ago. Although we attended a fundamentalist Bible College, Mike was no afraid for people to know he was gay. I thought of myself as straight, though I did fuck my roommate Richard for about a semester. Since I was butt-fucking him, though, I did not see myself as a queer or AC/...

Bottom-Slayer: 1st Bottom Slain

by silkstockingslover on Sep 14, 2017
Gay Male

Bottom-Slayer: 1st Bottom Slain Summary: A black stud learns white boys are great bottoms. Note: A special thanks goes to Estragon for editing my work and for providing assistance in a crucial scene in the story. Note 2: Of course, all participants are 18 years old! * BOTTOM-SLAYER: 1st Bottom Slain PROLOGUE: Now let's get something straight (pardon...

Life's Unfair if You're Different

by LynnGKS on Aug 18, 2017
Gay Male

Life became real for me the summer before I started college. I had dated girls in high school even though I felt this strange attraction to guys − especially muscular guys with body hair. I played with a couple of pussies and did not get excited. Pussies seemed dirty and smelled bad. I began to visit a nearby porn shop − you know the kind: sex toys and vide...

Stalker

by sr71plt on Aug 30, 2017
Gay Male

From the moment I saw Gideon in the locker room, my life was focused on becoming his lover. I hadn't been at the Mount Holly prep school for more than a week before I first laid eyes on him, although I began to hear about him from my first evening. And what I heard about him very likely set me up for this obsession of mine. Mount Holly was a post-high schoo...

Lexius Academy for Boys Ch. 03

by walterio on Sep 14, 2017
Gay Male

NOTE: This story contains gay sex and sex with a lady boy. ***** FRIDAY PRACTICE FOLLOWED BY FUN On Friday afternoon, tennis practice was light with focus on ground strokes and serves. After practice Coach Andrews announced the strategy they would use against Manchester Academy. He knew there was no way they could beat them head to head, so he shuffled hi...