Gay Loser Stories

481 results
Orientation
Length
Source
Infinite Scroll

No Other Life than This Ch. 01

by podga on Sep 14, 2017
Gay Male

Not for the first time, Benny wondered what idiot had come up with the saying about being stuck with family, but being able to choose one's friends. Not only did it falsely imply that one wasn't stuck with one's friends, but that one had thoughtfully chosen them, rather than haphazardly picked them up along the way. Maybe even -- and this was the worst aspec...

Liam Ch. 04

by Lucas96 on Sep 14, 2017
Gay Male

Disclaimer: this story involves cuckolding/cheating. ***** Liam spent a lot of time at our place over the course of the following week. He slept over in my and Kyle's bed every night, while I stayed on the couch, stroking myself to the sounds of their intense sex. I waited on them hand and foot, and they teased me constantly. They would dangle the possibil...

Senior Year Pt. 02

by holden_caulfield on Sep 19, 2017
Gay Male

Thanks for the nice comments left for part 1, it really motivates me to keep writing. This story has a finite length and I'll do my best to post regularly until it's done. I hope you enjoy. ***** The next morning I was still lying in the same position, naked and with a sheet stuck to my chest. Groggily I turned over, but Chris wasn't in bed with me. I foun...

Chad vs. Brad Pt. 03: Game Night

by amethystgreer on Nov 2, 2020
Gay Male

***Content note: some bi content in this one. The focus remains Chad's descent into gay submission.*** They ended the night passed out on the same bed, but in the morning Chad was gone. Brad sighed, exasperated. It was obvious Chad was having another freak-out about his desires, and was now trying to avoid him. He was sure, though, that Chad would be back f...

Traveling Ch. 06

by jjdtx on Sep 16, 2017
Gay Male

My travels brought me to the Austin area, where one of my old college roommates happened to live. So, I had called Tom and arranged to have dinner with him and his wife during my week long visit. While we had been roommates, Tom and I had sex on a regular basis. Tom was very much a bottom, and truly the most orally talented guy I had ever known. When I arriv...

Looking for Love Pt. 01

by Younggaylad20 on Sep 14, 2017
Gay Male

FYI. No sex in this chapter. ********** Hi there, I'm Peter Richardson, though to my friends I'm Pete. I'm in my early 40's now but at the time of this story I was 18. I was in high school. I wasn't the best student, in fact I needed tutoring for my English classes. Ironic really... of all the languages I took in school I was worst at the one I spoke best...

Winners and Losers Ch. 11

by bawdybloke on Sep 15, 2017
Gay Male

"What?" My trembling hand wiped my feverish brow. "I think I'm bisexual," I blurted out as she held me tightly. "I ..." "Love, tell me something I don't know!" "What! You knew?" My voice incredulous; hers flippant. "I sort of knew all along." Her fingers wrapped themselves around my hand and stroked it gently. "Been waiting for you to realise." "What?"...

Winners and Losers Ch. 08

by bawdybloke on Sep 15, 2017
Gay Male

The premise of the story is that the losing football team in a league have to provide sexual satisfaction to the winning team; previous chapters are on Literotica * * * * * Despite that narrow loss to Sutton, our league form was still good: only two losses from nine games and both of those defeats were by solitary goals. We "punished" our errant right back...

The Adventures of Ted and Mark Ch. 02

by sensual_senior on Aug 18, 2017
Gay Male

Background: Mark and I are active, vibrant retirees in our mid 60s. We enjoy many activities, both together and separately. Each of us has a "Bucket List" of things we want to do. We are alone, but we aren't lonely. Even though neither of us has close ties to our families, we don't let that stop us from living our lives. You might think of us as Doc Blancha...

Humiliated at a Motel

by missy_willow on Jul 3, 2019
Gay Male

Humiliation has long been an important part of my sexuality. Being called names, getting slapped and choked, and being exposed in public get me harder than anything. I decided to pay a man who advertised as a Master who cared only about denigrating those who employed him. We agreed on a price and I arranged for a hotel room near the highway which was freque...