Sissy Gay Stories

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Orientation
Length
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Infinite Scroll

Hey Jude (and Ken)

by socabi50 on Sep 13, 2017
Loving Wives

I met Judy online - on AOL - back when I had an AOL account. AOL's probably the best place for actually meeting people who are into the same things as you are in "real time" because of their many chat rooms created by members who are explicit about what they're looking for. Actually, I didn't meet her "in" a chat room - I was "lurking" and looking from the o...

A Good Marriage Ch. 01

by jomar on Sep 13, 2017
Loving Wives

Chapter 1 -- Beginnin's In a world where it's safe to have unprotected sex, there is such a thing as...a good marriage. ********** It was cliché, but it happened that way, nevertheless. Mark arrived just before sunset at the Fourth of July party his lifelong friend Paul was hosting at his sprawling suburban home. Mark said his hellos, introduced Laura,...

Amanda Adams becomes My Queen Ch. 17

by ShyDenZen on Sep 15, 2017
BDSM

I can't sleep. I feel too good to drift off; my mind is firing too hot. Normally when I feel a flow like this coming on I'd get up and grab my laptop and let it bleed into Word. But I'm just going to let it all percolate instead tonight. Maybe I'll still have some of it left in the morning when I can distill it into my computer. I don't want to get up and ri...

Steve to Stevie to ?? Ch. 02

by gbr2004 on Sep 13, 2017
Fetish

In Chapter 1, Steve met an older black executive lady online and agreed to meet her at a gay bar even though he is totally straight. He finds her very intoxicating and asks her if she will be his Mistress. They leave the bar and head to her place to get to know each other better. * Really felt that I was in way over my head but didn't want to walk away fro...

Eyes Wide Open

by HerLittlePiggy on Sep 16, 2017
Fetish

Her big natural breasts jiggled enticingly in a silk blouse as she walked towards me in the half empty hotel bar. She was a big girl, not fat really but tall and curvy with full hips, a narrow waist and enormous tits. Her ass was big and round and swayed gently inside her tight skirt as she walked drawing admiring looks from almost everyone as she moved pas...

Jessell

by jjust on Sep 14, 2017
Romance

Whisper to me. Tell me softly. Are your lips like roses...Do they have the scent of who you are on them and can they bite at my flesh. Causing pain Oh my God She's scrubbing my floor, and for god's sake she's in the shortest skirt I've ever seen, I thought. I looked at the sheerest pr of panties, I knew I'd ever seen. "What are you doing?" In know my voice...

Josh Groban: L'Amore

by Grobanian_Princess on Sep 17, 2017
Celebrities & Fan Fiction

It's the present time and date, HOWEVER way back in high school - instead of being an ass and not following my dreams and aspirations I went to Columbia College here in Chicago and became a radio broadcaster and then moved to L.A. maybe 10 years later because I was offered a job. Now I have my own morning radio show AND I've written a few books, bestsellers...

First Groupsex

by xxxshacoxxx on Aug 31, 2017
Group Sex

*Caution. The following story depicts drug and alcohol use, and unsafe sexual practices.* ------------------------------------------------------------------------------ So after the Julie thing, which was interesting and a little odd, I found myself on the outs with my folks. I was partying too much and my grades were falling. They were going to cut me of...

The Changers Vol. 01

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

It had been hell since Elsa moved in with us. * Don't get me wrong – I didn't do anything to stop it. After all, she seemed nice enough, she was Jen's girlfriend, and so sure, why not? I was surprised Jen had gone for her – she was a lot older, for one. I mean, we were what, twenty-one, twenty-two at the time? And she was thirty-seven. She wasn't exactly a...

Emily Ch. 01

by ShyTammy on Sep 15, 2017
Transsexuals & Crossdressers

Author's Note: I have decided that I would mix in some stories from some of my close friends who want their stories told. This story is about my best friend and roommate Emily. She read my stuff and liked it and asked if I would write hers. She's Trans like me, but comes at it from a much different place. I like to write in the first person so I start out in...