Gay Sissy Stories

27,439 results
Orientation
Length
Source
Infinite Scroll

Confessions of a Male Slut

by Sunnie on Sep 16, 2017
First Time

I'm not ashamed to say that I'm one of the biggest male sluts I know. I don't go hunting women down, though, I let them lure me. Make the eye contact, do the smile thing, strike up the conversation, and all of a sudden they're ready to take me home like I was a lost puppy dog: "It's getting a little crowded in here, you wanna go to my place?" Once the invita...

Wicked Game Ch. 11

by velvetpie on Sep 12, 2017
Transsexuals & Crossdressers

Nathan met them as they all gathered at the table for dinner. This time, no one groaned at his approach; his speech had adequately reminded them of the reality of their situation. They all sat together, much changed from the people they were days ago and much richer as a result. For some, the change had been financial but for all, the changes had been emotio...

Hart Family at an African Retreat Ch. 03

by JonathanT on Sep 19, 2017
Interracial Love

Part 3 from Jonathan. It was early morning as the safari limo disappeared from site of the retreat compound. Dana, the oldest sister, had tried to stop the vehicle but was unable to. She knew the possible dangers that perhaps awaited her younger brother and sister but for now she could only remain behind and worry about them. Reflecting on her own affair wi...

Anniversary Blowjob

by 1mbibry on Sep 18, 2017
Group Sex

She pushes the tip towards my mouth. I can feel the heat on my lips. I can smell his manhood and see the droplet of precum on his hard purple head. This is my moment of truth. My head is spinning and I'm frozen in this moment. I'm wondering to myself "how did I get here???" My wife and I have an ongoing tradition of providing each other with one "shock a...

New Beginning Book 1 Ch. 01

by screedbear on Sep 19, 2017
Group Sex

Warning: This is an intended series. The first of many, and where it goes I do not know. As far as I see it will contain bi, gay sex, nudity of under 18 (however everyone who has any sex intercourse will defiantly of legal age), and incest. Any others I can't think of maybe there too. It is of a fantasy time when sexual deceases don't exist. Also I am not of...

The Ranch Ch. 08

by clcarne on Sep 16, 2017
Loving Wives

The after effects of the previous evening were that everyone, including Colin, Lissa, and Gable, spent the morning in the hot tubs and pool. The salves made them feel as if they had eaten a peck of hot peppers. Colin went off with Gable and Thomas, and didn't invite her to come along. Lissa watched them exit the hot tub, her eyes following the nude men unt...

Afraid of Women Until...

by Egmont Grigor on Sep 12, 2017
Romance

WARNING: Has fairytale elements and possibly unAmerican-like humor. ONE The popularity of Kevin MacLeod virtually went from zero to heaps in 48 hours. Lean and lanky, with teenager pimples on his 24-year-old face virtually devoid of character, eyes of near translucent blue and a flaring red nose and thin, turned down at the corner lips, the word 'unattra...

Such a Sweet Man Ch. 02

by magmaman on Sep 14, 2017
Loving Wives

I switched this back into the "loving wives" category, it seems to fit better. The lead in is in the "exhibition" category, reading it will help here. There is no wife swapping, or even cheating here, not really. Maybe kind of, in an unintentional way. I can sort of write that stuff and have, but to be honest, it's boring to read and boring to try and write....

Changing Room Prank Ch. 04

by Littleblackdress54 on Sep 25, 2017
Transsexuals & Crossdressers

Chapter 4 is up! If you like this series, please take the time to read some of my other submissions. For now though, enjoy the next chapter in the Changing Room Prank series! Greg must have been up first, because I woke to him rubbing my dick through my panties. I always knew Greg was more sensitive than Mark, but I never thought it would come in handy. W...

The Jerkoff Club

by MADDRAPPER on Sep 12, 2017
Toys & Masturbation

Remember the first time you jerked off? How intense the feeling was and the sight of your cum shooting out of your dick? Well, I don't either but I still do it almost every day even though I am over thirty and married. Most women don't understand the need men have to masturbate all the time but other guys do. Even though we never talk about it, or if we do i...