Gay Mistaken Identity Crossdressing Stories

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At the Movies

by Michele G on Sep 14, 2017
Gay Male

Everyone knows Bobby and I are friends, but the don't know how close of friends were are. He's known about my crossdressing for sometime because we have been lovers for that long. One weekend my folks were away Bobby called me and asked if I'd like to get dressed up and go to the movies. At first I balked at the idea of going out in public dressed up, even...

My Inner Slut Ch. 03

by SlutAlexR on Oct 15, 2018
Gay Male

Well, no doubt about it: I was a slut. I had sucked my first cock; I had been fucked hard in the pussy; I wore girlie clothes for my Man; and here I was, his load drying on my face, ready to leave the house. Todd had laid out a few things he wanted me to wear during the day. Skinny jeans, a tight white t-shirt. Nothing too drastic there. But I had to wear b...

My Gay Crossdressing Vacation Ch. 02

by Flame666 on Apr 21, 2020
Gay Male

We pulled into the parking lot, Paul kissed me again and told me that they would pick me up at 9:30 the next night for our date and tour of the gay bars. I got out of the car and started to walk into the resort but noticed that the bar was closed and I was hungry. There is a Circle K about 2 blocks way and I decided to walk over and get some cokes and some e...

The New Order Pt. 04

by Iamkrazy4 on Apr 21, 2020
Gay Male

Part 4: On The Road to Love There I was, on my back, a dick in my butt, mouth, and both hands as I laid on table they had brought into the locker room. Around 3/4ths of the football team, and the coach stood around cheering as they celebrated their upset victory over our rivals. My throat and ass were sore as this onslaught had been going on for over an h...

It Was So Exciting

by sindyxdresser on Aug 18, 2017
Gay Male

It was about 230 am Friday night when I walked into the Crypt adult book store on 30th Street in San Diego Calif. The Crypt's usual clientele was mostly gay men, and tonight was no exception. I felt my face burning as I walked back into the peek booth part of the store. These booths had no doors or curtains so offered no privacy of any sort. There were sever...

The Reluctant Bear Hunter

by newpaulman on Jul 3, 2019
Gay Male

First I must apologise to any gay men reading this who like their stories with a romantic element. That is not what I am looking for with a man. I am a part-time bisexual. I can go months without thinking about gay sex, but then the urge comes back. The urge to be fucked, that is. The urge to suck a cock and see spunk fly from it. The urge to get naked with...

My Name is Dave Ch. 01

by davas on Sep 16, 2017
Gay Male

Hi. I'm Dave and this is my story. Let me tell you a little about myself. I am six foot even, 155 pounds with shortish blonde hair, and blue eyes. I am thin, but with strong legs and ass. I have light body hair, a fair complexion, but I can hold a tan. I think I've got a nice body; I'd fuck me if I had the chance. I am twenty-four years old, two years out o...

Crossdresser's Unexpected First Time

by kprice1984 on Nov 27, 2017
Gay Male

Just want to say firstly, that this story is 100% true. Secondly, it was much better in person. I'm just getting around to writing it after several years. ***** I'm a 20 year old guy, very good looking, easy to get girls. Brown hair, green eyes and a sexual appetite that's hardly ever satisfied. I had always had a craving or tendencies towards being a lit...

A New Burn

by dingdongdiablo on Dec 25, 2019
Gay Male

A New Burn When I woke up that day, there was no reason to think it wouldn’t be normal. As I got ready to leave for work, I had no idea that the day would end with me between a man’s powerful thighs, looking up at him as he stroked into my mouth. There was zero hint on the subway that I would soon be doing a lap dance for a man trying to tug my panties off....

The Dreamer Ch. 04

by cburton on Sep 14, 2017
Gay Male

I woke to the quiet whir of moving air. Lying with my head on my pillow, I listened to my breathing. Or was it mine? The sound of scraping metal caused my eyes to open. It was very dark. I turned my head lightly and saw a dim light reflecting off the bars. Just past the light, I thought I detected a shape. It was the guard; he had stopped at my cell. I coul...