Gay Losing Everything Stories

12,899 results
Orientation
Length
Source
Infinite Scroll

Fear, Confusion...Love? Ch. 02

by RightfullyWrong on Aug 18, 2017
Gay Male

A week on from his attack in the alley way, Mark hadn't been out of the house. As far as he could see, his life was over. The money that he'd been saving was gone and so had his plans of travelling, his mother was on his case about him not leaving the house, he'd been orally raped by a weirdo mugger in an alley and, all of a sudden, he'd found himself attrac...

Cock-Sucker - Testimony Ch. 04

by tristantrotsky on Sep 14, 2017
Gay Male

Things get weirder in the House Of Shame As the weeks extend, things get weirder. A lot of water under the bridge, a lot of other stuff too. Wolfie becomes more confident in his power over me, and also, I guess, something of the novelty of my slavish attachment to him is wearing off. So he needs to shove it further. We were in the gymnasium, I was close to...

Inferiority

by NRMathis on Mar 12, 2019
Gay Male

Some people are really weird about handshakes. Like, obviously it isn't polite to be limp-wristed, but some people seem to think "firm handshake" means "I'm going to try to crush your hand." It's almost like a power move, a display of dominance. I don't see the point in it. Whenever I meet a new client, I shake their hands firmly, but not forcefully at all...

Tales from the Street Pt. 03

by kwchancellor on Apr 24, 2018
Gay Male

It was a warm, sunny afternoon and my friend Tick and I were sitting under a tree on the Riverwalk, on a grassy patch under the Main Public Library reading. It was a rare occasion for Tick to find a book interesting enough to read, but apparently the steamy romance novel he found on one of the City Shelter's book shelves was doing it for him. Yes, we caught...

Miami Ch. 05

by bominog on Sep 14, 2017
Gay Male

MIAMI PT 5: WHORE! I was awoken by a sharp pain deep inside my ass, like a hot fire in my stretched and abused rectum, smothered by the weight of a man's body on top of mine. Henry was on me, and inside me, fucking me hard with his almost foot long rock hard cock! He was grunting as he pounded into me, breathing his hot breath on the back of my neck as he r...

Deja Vu

by midnightblacklight on Aug 18, 2017
Gay Male

It was a matter of possessiveness. Yeah, animalistic maybe. But I couldn't help myself. Not after being this close to you. So I took a chance. Somehow I always liked being near you, before this thing turned into an obsession, I knew that fact. It wasn't unusual for me to stand close to you. What was unusual was for me to lean in and smell you. The smell of...

The Unexpected College Crush Ch. 01

by SkaterGod on Jan 13, 2018
Gay Male

So here it is, going into my second year of college and you guessed it: I'm still a virgin. I've come pretty close before to losing it but that's a completely different story. My name is Eric and this is the story of my first sexual experience. It was my second year at Mission College an all male college with mostly black people. At a fairly young age I kne...

Caught Ch. 01

by Rimcrim on Jul 3, 2018
Gay Male

I have been best friends with Calvin since we were children. We fit together like two puzzle pieces, him being more assertive and me needing someone to tell me what we were going to do that day. He sometimes picked on me, but I always let it slide because of how close we were. We did everything together. As time went on, Calvin developed a condition in mid...

The Passing

by sabb on Aug 31, 2017
Gay Male

I stood in the dark in the doorway listening to the quiet sound of his sobbing. He said there was no pain, and I believed him. No physical pain, but what is pain. Who knows what hurts most, he was only 36. In a few days he would have faded and gone. I would go in soon and hold him, stroke away the tears, kiss them away, hold him to me as I had done now for...

Becoming a Gal Friday Pt. 02

by Showoff888 on Sep 14, 2017
Gay Male

Here I am a normal twenty year who had everything, living with this thirty year old babe who loves to be fuck, working at her law office, living with her. An ideal gig and then wham! She dumps me for some rich guy her own age. So things were getting desperate for me and I had to find a new job and place to live. That's how I came to be getting drunk, sitti...