Gay Losing My Boyfriend Stories

22,225 results
Orientation
Length
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Infinite Scroll

Fear Falls Away

by anon_temptations on Sep 25, 2017
Gay Male

I stepped into the classroom, my heart beating so hard that I was scared the other students could hear it. I felt my face flush as a few heads turned my way, and I started to wish I was anywhere but here. I started to evaluate myself in my head; what must I look like? Did my outfit look too flashy? Did it look like I was trying too hard? Was my hair a mess?...

Sugar Match Ch. 01

by ladynina23 on Apr 15, 2020
Gay Male

Perry "Excuse me, how much did you say it would take to get this fixed?" I was standing in the basement of the two story brownstone I had inherited from my Grandfather. When I first found out he left me the house, I was stunned. I never really spoke to the man due to a falling out between my father and himself years before I was born, but I was grateful...

Not Such a Private Show

by martin_x59 on Aug 18, 2017
Gay Male

This story is purely fantasy and in no way relates to anyone alive or dead. Also even though this story illustrates bareback sex I would always encourage safe sex, especially with unknown partners. Thank you to all the wonderful comments for the New slave story. I'm so glad you all enjoyed it. I've gotten a real bug for this story writing, I'll be adding mo...

Ben is Kept Under Control Ch. 05

by verdunsears on Mar 26, 2019
Gay Male

It was the spring of 1974 at a lakeside cottage north of Toronto. I was a twenty-four-year old bondage bottom spending the weekend with Robert, an older dominating fellow Englishman and Marco, the hunky straight, but curious, son of the cottage owner eager to try out BDSM. As the evening got late, Robert tied my wrists behind me and held me down while Marco...

Stumbling Ch. 04

by lessthanperfect on Sep 14, 2017
Gay Male

In my room, we sat side by side with our backs against the headboard. He had his laptop on his lap, typing up an outline to our paper. We picked the Watergate Scandal to write our report on. We both found it interesting, as well as having a fair bit of prior knowledge going in. Several hours later, we took a break. Like boys of all ages are want to do, we sh...

We Made a Porno Pt. 02

by indianslut94 on May 4, 2020
Gay Male

My first true sexual experience happened to occur on camera. I was young and naive and perhaps didn't understand the complete implications of filming a sexual encounter, much less having that film being distributed without having any control. School went on without a hitch. Recovering from Jeff's massive penis was another story. It took about 1-2 weeks of...

Mike and Me Forever

by alexcarr on Aug 18, 2017
Gay Male

I'd never been frigged in a shop doorway before and neither did I like it. Okay it was after dark but there were still people about, but Mick was adamant he couldn't hang on. It was nice of course it was having this young guy eating you, but there was a time and a place: "If you could hang on and I will take you to my place" I suggested but it was like he w...

The Helper

by switchhitter1966 on Sep 16, 2017
Gay Male

I wrote of some of my bi experiences that have happened in the past in "My first guy"; "Business trip" and "Field trip to a bathhouse" This story brings my life up to date. It is a true story that happened a couple weeks ago. I truly hope you enjoyed. --------------------------------------------- Twenty-eight years old becomes forty-two in a blink of a ey...

First Cum Swallow

by garyr43 on Jul 4, 2018
Gay Male

I thought it was great after it finally happened. I am an average white heterosexual male, so I thought, who has been out of the loop since my wife left me. My sex life with her was so-so at best because she was getting her satisfaction from a guy that she met while looking for a draftsperson to draw up the plans for our new house. After a long time withou...

Senior Year Pt. 01

by holden_caulfield on Sep 19, 2017
Gay Male

A quick note before we start. This story is true the sense that everything really happened and fiction in the sense that not everything happened the way or in the order I tell it. It is neither a sappy love story nor a straight up pornography. If anything I'd say it's a story about growing up. ***** My senior year of high school I was a skinny, shy, yet br...