Leather Gay Stories

83,049 results
Orientation
Length
Source
Infinite Scroll

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...

Cumming to Terms with Her Pt. 02

by contactsteph77 on Sep 17, 2018
Transsexuals & Crossdressers

2) Balls Deep at the Ball The Halloween ball was upon us. I had recently parted ways with my prudish girlfriend so this horny, bisexual crossdresser with a high heel boot fetish and the most recent increment of the student loan siting in his bank account was going all in. Shiny black leather knee high boots with a slender four inch chrome heel were acquire...

Batgirl: Sex Bomb Ch. 03

by Angelique Bouchette on Sep 13, 2017
Celebrities & Fan Fiction

This story is the sixth in an ongoing series of Batgirl adventures, mainly based on characters in the early Batman comics and that wonderful '60s TV series but with the timeline brought up to date. Warning! This fictional story contains strictly ADULT content and is ONLY intended for mature readers and for personal use. No copyright infringement is intended...

The Wanderings of Amy Ch. 12

by caligula97236 on Sep 15, 2017
Novels and Novellas

Chapter 12 - Mardi Gras Amy found that she was actually enjoying economics more and more as the Spring semester progressed. She had been right about taking the two classes with Burnside. She knew what to expect from Burnside, which she found comforting in a strange way. Burnside might have given her an approving nod to see her enrolled in two of her classes...

Generation Z Pt. 02

by contactsteph77 on Sep 24, 2019
Transgender & Crossdressers

Hi Guys This is the second part of my Generation Z story. This story follows a young transvestite, this particular chapter is more world building, developing the character. There is a little dressing, and some male on male smut. Hopefully it is worth it in the end. * Chapter 3 - Market Day James A new world had opened up for James. It wasn’t long befor...

My Husband a Pornstar Ch. 02

by gtanya on Oct 12, 2017
Transsexuals & Crossdressers

So here I was sitting in my house alone, thinking about why I had convinced my husband to be a gay sissy porn star. He was currently shooting at a location 2 hours away from my house. He had been given a hotel room which he was sharing with his 'master' as the movie director wanted them to have a good understanding and chemistry together. He was going to e...

Homework

by Ashson on Jun 3, 2019
Erotic Couplings

One thing I dislike about school is when they hand out joint assignments. If you're in a group there's always someone who shirks, leaving the work to the rest of the group. That's a real irritant. It's even worse when you're assigned a single partner. It's OK if you can pick your partner because you can pick someone compatible who's willing to work. This tim...

Quarantine Queers Pt. 03

by secondsamuel on May 13, 2020
Transgender & Crossdressers

Author's Note: This is not to make light or minimize the clusterfuck that's going on right now. It's just my creative way of coping. If you like it, please let me know in the comments sections. * Our weird Quarantine rules had been in place for two weeks. A few times a day, Paul and I would switch our flatscreen over to Pornhub and suck each other dry. Ye...

Serving a Dominant Couple Pt. 05

by davetoyboy on Sep 26, 2017
BDSM

This is the fifth part of the series. This story starts at the end of the fourth part. I suggest you read the previous parts to understand the people and how they got to this part of the story. There is some piss play. ***** I was kneeling with cum all over my face and hair. Hans had just fucked my ass and mouth. He had cum in my ass and then spread the re...

Three Nights in London - Night 02

by Nymanirene on Sep 19, 2017
Transsexuals & Crossdressers

"Irene, wake up sweetie." Slowly the mist from my dream started to lift. Irene, who's that? I slowly became aware that I was holding something soft and cuddly in my arms. A Teddy bear? I moved and felt something tugging at my chest. Breasts? I opened my eyes slowly and saw the broad smile of a pretty redhead just in front of my face. "Wake up, pretty gir...