Gay Homeless Stories

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Orientation
Length
Source
Infinite Scroll

The Eagle

by ALandRF on Sep 16, 2017
Sci-Fi & Fantasy

It was twilight on the peninsula that marked the northernmost tip of the southern continent, a place where the weather was always balmy and mild, though the inhabitants were seldom as pacific as the climate. Arun was a major port of call for all kinds of travellers. Merchants sailing north or south, mercenaries temporarily between wars, priests on pilgrimage...

Losing My Maleness To Become A Girl Ch. 03

by Lyricala on Sep 14, 2017
Transsexuals & Crossdressers

Peter stayed with me as the anaesthetist weighed me. He was smiling at me as the surgeon explained the operation and the likely time it would take. I must have looked nervous because Peter kept stroking my hand asking me to relax. "I really love that you are doing this. You will become my wife for real." he said as I began the final preparations. I had n...

Leave It To Gay Beaver Ch. 04

by sack on Sep 17, 2017
Celebrities & Fan Fiction

Ward Cleaver was restless. June and Beaver were visiting colleges for a few days and Wally had gone on a date with his current girlfriend, Midge Walker. For some reason Ward had been unusually horny all weekend. He brazenly walked around with a stiff boner pressing into his suit pants and boxers, figuring hardly anyone was around to see him anyway. Suddenl...

Messy Riding Lessons Ch. 02

by tarred on Sep 15, 2017
BDSM

I found the note on my tack box. It was certainly clear in its instruction, a shiver ran down my body as I re-read the text. I had a decision to make, would I follow the instructions or walk away. Although it seemed that simple this was the step into the unknown, two days ago I had been discovered, mid-self bondage session by my riding instructress Hilary. S...

Aphora's Mission Ch. 02

by ValoryG on Sep 14, 2017
Transsexuals & Crossdressers

The very warm nighttime temperature and high humidity we stepped into convinced me we were somewhere in the tropics. Maybe not far from the equator. We were involuntary tourists courtesy of a band of women! We five men stood side by side in the near dark, neck-connected, wearing dresses, as two women with tasers watched over us. Not a word had been spoken,...

Peeing on the Peeper Ch. 05

by adoration on Sep 11, 2017
Fetish

The Leather Man from Domestic Dungeons parked his vintage AC Cobra in front of the house and I opened the door to let him enter. I had been instructed by my wife to wear only a thong for his Friday afternoon visit. A tall, swarthy man in his 50s, wearing a bright white shirt, black leather trousers with a black leather waistcoat eyed me with amusement. "Nic...

A Certified & Professional Slut

by English Bob on Sep 12, 2017
Group Sex

Maggie took a deep breath as she finished her oration. "So, that's it, really, doc. I still love James deeply," she looked over at her husband sitting next to her, "but I don't know how much either of us can take." "Please, call me June," replied doctor Phillips. "So, to briefly summarise, you and James have stopped making love due to his...er...overlarge...

Confessions

by SciGuy on Sep 14, 2017
Humor & Satire

Thanks, Doctor. No, I had breakfast earlier. Can I have the sofa, today? Great. Let me get right to the meat of it, Doc. I had this strange dream a few months back. I dreamed I was a WOMAN! I AM calm. Sorry. Sorry-about-that. Well, I’ve had sex dreams before, I guess, but this was different. You know me, Doc. I coach ball, I’m a married man. A father. Wh...

The Dancer

by Dingy_Jo on Sep 1, 2017
Group Sex

There were only eight people at the shower, the bride, the matron of honor and the six brides maids. The male strippers/dancer had been hired at the last-minute when we found out there was to be a female stripper at the groom's bachelor party. The customary bridal shower gifts and games were rapidly dispensed with to increase the time allocated for the dance...

Unexpected Hook Up

by Ezlou22 on Sep 16, 2017
Anal

I had just left home after a huge blow up with my wife. At this point I don't even remember what it was about, I just knew I should get drunk and forget all about it and her. When driving to town to go to my favorite bar she texts me and says she's staying at her moms. Good I thought to myself. Now I can tie a load on and not have to hear about it later. I...