Gay Sissy Stories

27,439 results
Orientation
Length
Source
Infinite Scroll

Boat Ho Ch. 15

by rckplsky on Sep 15, 2017
Anal

All good things must come to an end and Alex realized this quickly. Her cast was set to come off in a few days and the USS Tet Offensive was getting ready to hobble back into San Diego. He time at Pass & Decal was running out. She had gotten used to working with the other rejects and pregnant women there. She didn't want to deal with the ship again. She want...

Pornstar Ch. 04

by SimonBrooke on Sep 14, 2017
Novels and Novellas

Pornstar Ch 04: Being an Item We walked up the hill through the wood. Nancy wanted to hold my hand, which was cool with me. For a long while we didn't talk, and that was OK too. At one point I slipped on a tree-root and caught my ribs, and just doubled up, gasping. Nancy knelt down and held me. After a couple of moments it was a bit better and I straightene...

Plumbing the Depths

by Cherrie on Sep 12, 2017
Exhibitionist & Voyeur

I was feeling even more frustrated with my husband Jeff this particular morning. He seemed too busy at the office, too tired to take me out, and more importantly…too tired for sex! It had all been different a year ago, before he got that damm promotion. Now I had to make do with the occasional quickie once a month. But even that seems to have diminished, of...

Life of Leigh Ch. 01

by Lee_Bee on Sep 1, 2017
Erotic Couplings

Authors Note: So this is a true story but I do have to change some things so that it's not blatantly obvious who I am and where I'm from. Contrary to popular thought Canada is actually a pretty big place and that's as specific as I'm getting. I would also like to forewarn people that where this is my life, a real life, not everything works out the way you wa...

Humiliating Life of a Lotto Winner Ch. 04

by SpencerPow on Sep 14, 2017
Humor & Satire

Life with Stella sailed on very happily most of the time. Sadly, it's not so in the bedroom. Whenever I broach the subject of intercourse, my wife tells me there is no possibility. Such a pity, she explained but my tiny penis is useless to her sex needs right now. Think she means it would just get lost in her enlarged tender vagina. More time wanted before...

My First With Tyler

by Foxdiva9 on Sep 3, 2017
Erotic Couplings

A/N:Thanks for reading. This is the first of many stories about my life working in the retail tuxedo business and the amazing sex that comes with sexy men in suits. * It was in the process of evening closing that Tyler made a move on me. I just finished the register count and was packing my things when he came around and wrapped his arms around my side a...

Maya's Story Ch. 05

by JustLikeEwe on Sep 15, 2017
Loving Wives

Erik has promised Maya that the next night would be the night. The night that she has been waiting for, as has he, although he has tried to maintain an ambivalent facade about it. Loving wives, cuckold, fetish, and exhibitionist/voyeur content. .... "Last night," Maya said to me after she had arrived to work. "I could not believe how you made me feel. I h...

My Korean Wife Ch. 01

by khatch46 on Sep 26, 2017
Loving Wives

To gay and creampie haters, this story has a scene where a strait male gives oral sex to another strait male and then eats a creampie. If you don't like that then DON'T READ THIS STORY!! I am putting this story in 'Loving wives' because my story is about a loving husband and wife, and because Literotica does not have a 'slut wife' or other suitable category...

The Studs of Emmerdale Ch. 06

by Scott_Dera on Sep 15, 2017
Celebrities & Fan Fiction

Disclaimer: This is a fictional story involving gay sex between consenting adults. I am in no way suggesting that the characters involved, or the actors who play them, are gay. I have no idea of their sexuality. It is not intended to imply the true sexuality of the celebrities involved or any personal knowledge of their private lives. The characters involved...

The Studs of Emmerdale Ch. 04

by Scott_Dera on Sep 15, 2017
Celebrities & Fan Fiction

Disclaimer: This is a fictional story involving gay sex between consenting adults. I am in no way suggesting that the characters involved, or the actors who play them, are gay. I have no idea of their sexuality. It is not intended to imply the true sexuality of the celebrities involved or any personal knowledge of their private lives. The characters involved...