Gay Skirt Stories

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Co-worker's Man Ch. 23

by rmdexter on Sep 14, 2017
Gay Male

I kept my head down as I headed for the washroom, hoping nobody would see the glazed layer of Lori's juices covering my face and praying that the load I'd shot into my shorts hadn't leaked thru my pants. Fortunately the washroom was empty again. I went into a stall and took off my underwear and wiped myself off with them. I licked as much of my warm semen of...

Drunk Friend to Sissy Slut

by olybiguy27 on Sep 14, 2017
Gay Male

What follows is the completely true story of the weekend that changed my life. This really happened to me and took place in the summer of 2008 just after graduating from high school. My name is Andrew and I was a major stoner in school. I had a lot of friends, mostly due to the fact I always had really great weed that I would get from my rich old neighbor...

Straight to Raving Gay Sissy

by Alluring_Crimson_Shifter on Aug 18, 2017
Gay Male

Wayne my best friend said, "Hey Dillon, we are invited to an exclusive party, tonight. You can tell your wife there is another business meeting. There will be business men, and might be some exhibitionist celebrities, and young women." Wayne and myself are upwardly mobile straight men and successful in our careers. Both of us dress well, stay fit, and have...

Life on the Gay Side

by walterio on Dec 3, 2017
Gay Male

COMFORTABLE WITH HIS NEW BOARDER Quincy Jones eased his muscular 6'2" 190-pound frame out of bed Saturday morning and made his way to the master bathroom to take his morning pee. His cock was semi-hard by the time he stood over the toilet. If a woman had been in bed with him, he would have fucked her senseless with his morning-piss-hardon. However, he had n...

Indian Boy Seduces Men in Train

by hornyindian1 on Aug 18, 2017
Gay Male

That day I had shaved my armpits, hands and legs and worn a skimpy top. The goal was clear...to get a fat cock up my hungry ass and be used just as a fuck toy. Let me tell you something about myself. I am an Indian boy, 19, having a slender frame, soft features, full lips, gay and sex obsessed. Unlike what people think, living in a country where sex is tab...

A Very Big Man!

by keptsissy on Aug 30, 2017
Gay Male

Of the men I see regularly he's the biggest. Not just height and weight, his cock is huge, close to 11". And his cock is thicker than any other man I've ever seen. My ex-boyfriend introduced me to him at a party. He told me to go to the bedroom with him and 'be a good girl'. It was one of 'those' parties, all of us girly girl sissies on full display and on t...

The Bear and His Cub

by BigWig69 on Aug 18, 2017
Gay Male

I received a text from the bear, late one night in summer. The message was simple and to the point. Meet me at my place. Shave your cock, balls, legs and ass and if I find a single hair, I'll spank you blue. Dress according to my instructions; I want you wearing white nylons, tight, hip high. A white cotton thong, a super short plaid school girt skirt, gree...

The Shoe Store

by PhRedSonya on Apr 17, 2019
Gay Male

I have always enjoyed the feel of pantyhose on my legs, ever since I was a little boy. My name is John and I love to wear women's clothes underneath my work clothes. I am 5'8", have a slender build and keep my legs shaved all the time. When my friends ask why, I explain that it helps when I swim. Today, after work I had decided to go and check out the new sh...

My Journey As A Slut Continues

by calneslut on Sep 14, 2017
Gay Male

Those of you who read my account of my first taste of gay sex will may remember that I had something of a baptism of fire – tied up, dressed in my girlfriend's sister's underwear in a local field, where I was forced to deepthroat a stranger before swallowing first his cum, then mine and finally some of his piss. Well, that remains my best ever sexual experi...

Bi-Brad Ch. 01

by Martins on Aug 18, 2017
Gay Male

My name is Brad. I know, the name sounds either gay or preppy. But, I'm single and have a busy work schedule. So I don't get to meet wild women, engage in sex orgies or the like. I just have time for occasional sex. Besides; I sort of like men. Oh, I like women too, but I'll be honest, I've fucked just one man steady since college. I think I'm just too lazy...