Gay Desperation Stories

846 results
Orientation
Length
Source
Infinite Scroll

Distant Planets

by sr71plt on Aug 18, 2017
Gay Male

KENNETH I could tell what they thought when they saw us out and about together: the old wreck and his toy boy. I could see it in their eyes, that they felt sorry for—and perhaps a little disdainful of—him. That's why I haven't gone out with him in public for months now. But now it is even worse. He goes out alone, and each and every time, I agonize all the...

Possessed by a Dream Ch. 03

by NaivelyWandering on Sep 16, 2017
Gay Male

Author's Note: Hopefully if you're reading this series for the first time you will have noticed on my profile page a note begging you not to read chapter 2B if you were looking for a continuation. If you didn't happen to, I'm sorry. I hope you enjoy the new chapters anyway, as they pick up from the end of chapter 2. Thanks again to Tap04950 for your editin...

Four Weddings 02: The Groomsman

by WilliamGuppy on Mar 3, 2020
Gay Male

This is one of a set of four 750-word stories, each told from the perspective of a different wedding guest. The order: Uncle, Groomsman, Aunt, Waitress. The first two are Gay Male and self-contained. The last pair are Lesbian and are also self-contained. * He closed the door and stepped closer to me, his hand running up my left side. He said, "Separate roo...

Bending the Straight Barman

by Tiberius58 on Aug 18, 2017
Gay Male

I had not been at university more than three months when I started to get into trouble. Not trouble with my studies, which were going well. Not trouble with relationships; I had made friends of both sexes. No, my trouble was financial; I just couldn't survive on my student grant. In the summer before going to Uni I had worked in a bar, and was hoping to ge...

James and Sam Meet Up Town

by thameswatcher on Jul 13, 2020
Gay Male

James and Sam had been emailing late at night and three weeks later an opportunity came for a meet at James flat at The Borough, so Sam found himself on the train at 7pm carrying the dress in a large suit bag. He'd never been to Jame's and was looking forward to seeing his place. He followed the directions and soon found himself at street level and waiting f...

Hotwife Cock Worship, No Homo

by DesiringHer on Feb 6, 2018
Gay Male

I am not well endowed, but my cock is sexy AF - nicely shaped, neatly trimmed and, I imagine, really enjoyable for my wife to have in her mouth and even inside her even though I fall way short of filling her in a way that makes her lose her breath. Now in my early 50s, i don't get hard from the wind, but to be honest, i never did; and I don't last very long...

I Shouldn't Have Teased Him so Bad

by JayDeviant on Oct 3, 2018
Gay Male

I was working as a waiter at Le Ristorante de Fancypanse downtown, and it was the night of a big gala fundraiser. Suits and ties were the order of the day. It was a hectic night, everything had to be just perfect, but it worth it, knowing the tips were sure to be astronomical... and boy were they ever, in more ways than one. There was this one older gentlem...

Carter and I Ch. 01

by totalcoolness on Sep 1, 2017
Gay Male

Carter, my ex-boyfriend. I should hate him, but I just can't bring myself to. We had dated just after the last day of school during our Sophomore year at high school. It only lasted 3 weeks. We completely fell out as friends. During our Junior year, we didn't have anything to do with each other. We didn't even look at or talk to each other. It was until se...

A Truly Unexpected Deepthroat

by 630washington on Aug 18, 2017
Gay Male

"But why does it have to be a dude?" "Not just any dude. A big sweaty dude, with triple chins and jowls and sloppy ginger hair." "So like Louis C.K., but a mess." "Exactly. And he has to say 'Fuck the gloves, this is real.' It's the perfect line." "Why can't it be a hot female doctor?" "Because that's what they're expecting. This is what makes your stor...

A Hero's Journey

by nathauan13 on Nov 13, 2018
Gay

The fishing village where you were born is quiet, peaceful, and utterly, utterly... dull. Strong men and women drop by regularly, keeping the markets moving and the people happy, bringing with them not just coin but stories of their exploits in the larger world outside. Growing up on these stories, you decided at an early age that as soon as you were able y...

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