Gay Caught Cross Dressing Stories

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Sissy con carne

by WinterBreeze on Sep 26, 2017
Gay

You've always known inside that you we're far less heterosexual than everyone might think. It's been a long time since you imagined you were the man getting sucked and fucked in the porn you watch you can't help but imagine taking delicious juicy cock into your mouth and even your ass you'd love to feel these pleasures for real. Luckily fortune seems to be i...

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The Slut Inside Me

by Abaddon89 on Oct 21, 2019
Gay Male

Editor's note: this story contains scenes of incest or incest content. * I was caught. The excitement of doing something naughty combined with the potential of being caught reaches a fever pitch when you actually are caught, because it's both what you dreaded with every fiber of your being, but also of course secretly wanted. That's the line you tread, lik...

Graham and Griffin Ch. 03

by emilyandalucia on Aug 18, 2017
Gay Male

Chapter 3 Griffin's POV Graham just came out to me. I don't know how to react. My first reaction is to grab Graham's hand and say, "Me, too," but instead I do something that is horrible, unforgivable. I get up and walk out of the coffee shop. I don't really know where I am. I decide to go left towards the thrift store where we had been a half hour ago. Wh...

First Bisexual Experience

by rogue2 on Aug 18, 2017
Gay Male

This is the true story of my first bisexual experience. See I am a 30 years old bisexual male and have been that way for about 10 years. I am 5'10" 175 lbs. nice ass and tight bas athletic muscular build and go to the gym 6 times a week. It started when I was in college when I first got a computer and was exposed to the internet. I began looking at female p...

Sissies love big black cock

by Yelawolf on Nov 16, 2017
Gay

Welcome to the story you crazy sissies and you strong aphla black males. This is from edithis and I want to bring here so you guys can write or read or for the real reason you're here to masturbate. Get your hand, dildos, lube, and whatever else you need to jerk it off. Time to begin the story up. (Thanks for all of the likes and support on this story. I jus...

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A Birthday Femboy's Night Out (Now Public)

by meris on Nov 4, 2016
Gay

My name is Samantha. I wake up in the morning feeling very excited, today is my Birthday and I have very special plans for celebration. I step out of bed and take a look in the mirror, my dark brown hair gone frizzy from yesterday’s antics. I can still feel that guy’s hand gripping a big handful of my hair as he railed me. I giggle musically to myself at the...

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First Experience With A Man Ch. 1

by girlboybootsie on Aug 18, 2017
Gay Male

I wasn't always attracted to men. In fact, until I was 18, I never felt confused about my sexual orientation. In terms of sex, I was only attracted to girls, especially sexy ones who dressed in provocative and sexy clothes. I was popular with girls, and had lost my virginity when I was 14. Without meaning to be immodest, I was, and am, a very good looking gu...

Sharing Secrets Pt. 05

by Showoff888 on Sep 14, 2017
Gay Male

I'm a shy, smallish, slightly pudgy from my waist down, a bit wider in the hips, butt and rounder legs, small delicate hands and feet. I think I'm a very passable nubile little Japanese girl, with shoulder length black hair, small nose, full lips, long lashes, and a tiny penis, and obviously flat chested. This summer, my Mom divorced my kinky Dad, for someon...

Stick Shift: Storge

by zackjack on Aug 30, 2017
Gay Male

Cal leaned over me, rippled chocolate stomach muscles sweaty on my lower back and buttglobes, ten-inch manmeat throbbing fixedly inside my cum-glistened bare ass. My arms extended straight down on to the bed, supporting us both as I kneeled before the greek god fucking me. His long dark thumb still wrapped around my dickroot as my piece pulsed out a final...

The Warden

by TheGoodSick on Sep 14, 2017
Gay Male

Bryan walked away for a moment and left me standing in the shower. I dried off like he told me to and sat down on a three-legged stool. Only a few minutes had gone by when he came back through the door. My massaging had me relaxed and content, but the sudden loud jerking of the door startled me. Bryan carried a box over and put it down on the desk with a thu...