Crossdressers Stories

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Chicks with Dicks

by saphire_chick on Sep 13, 2017
Transsexuals & Crossdressers

Looking at the sleeping girl on the slave bed, I licked my lips. She'd been brought to me earlier this week as a sex toy but, when I tried to touch her, she pulled away. Damien had winked at me and told me he knew I liked them reluctant, so I took her as a challenge and over a few days I thought tonight she'd succumb. I obviously hadn't given her any pyjama...

My Sexy Changes Ch. 02

by TaraJaden on Sep 16, 2017
Transsexuals & Crossdressers

I always thought the previous time I cross-dressed would be the last, but it wouldn't be. Something would get me excited, the look of a girls outfit or the thought of riding my dildo, and I would find myself in make-up and a dress. I would get my hair cut super short to try and eliminate any feminine feelings I had. However it never seemed to help. My short...

Nikki Came Over!

by kristycross on Sep 11, 2017
Transsexuals & Crossdressers

Hello guys! This is a real story about me getting fucked in front of my best friend! BTW, my best friend is a lesbian! The other night me and Chrissy were sitting around my apartment online chatting on Yahoo with my cam on. she would go to girl groups and chat and I had logged onto squirt. we we're both feeling kinda horny....Imagine that! Then a pop-up win...

Fat Indian Crossdresser Slut Gangbang

by bottomgay on Sep 16, 2017
Transsexuals & Crossdressers

I am your typical sissy bottom guy who loves mature men. My proportions being large, club me into the BBW category so only the daring types can enslave me. Mature men in the age group 35-60 attract me. Only young guys with very huge dicks are an exception. This is about a naughty adventure of mine which happened in a residential area in New Delhi. The hormo...

First Time In Panties

by shylexigirl on Sep 16, 2017
Transsexuals & Crossdressers

So, I was 27 and had just moved in to my girlfriend's place. She worked during the day and I worked from home. One day, I was feeling extremely horny and grabbed one of her Vic Secret catalogs. I was not only drawn to the beauty of the women, but the panties and lingerie caught my attention even more. I found myself mesmerized by the sexiness of it all, and...

My First Time

by jessymichelle on Sep 14, 2017
Transsexuals & Crossdressers

I looked at myself in the mirror for what felt like a lifetime before finally emerging, joining him on the bed. I kissed him deeply, in a way I never dared kissed anyone. It was breathtaking, but the words still managed to escape my lips, barely. "I want you," I whispered as my tongue gently licked at his ear. "I want you to make love to me." There was a t...

Ts Tasha Jones Takes Huge Cock

by tstashajones on Sep 16, 2017
Transsexuals & Crossdressers

People always ask me, what is the biggest cock I have ever taken? First let me tell you, size does not matter to me. I love looking at big cocks on guys. But when I am having sex, it does not matter to me your size, it is how you use it and the sexual connection we have. The biggest cock I have ever seen and played with was when I worked as a stripper. I wa...

First Panty Sex Experience

by AndrogynousMind on Sep 16, 2017
Transsexuals & Crossdressers

It didn't feel that I was coming out to my girlfriend, but rather admitting to her that I had a fetish for women's undies. She wasn't shocked. She was relieved. "I thought it was going to be something horrible." We were standing on a footbridge overlooking a campus stream, late-May, the blossoms in the water silently slipping underneath. She hugged me close...

My First Time With A TV

by marriedandbi on Sep 16, 2017
Transsexuals & Crossdressers

This happened many years ago in a small town on the coast in Baja Mexico, I was 20 or 22 at the time. I knew a very hot and very passable TV she was about 5 9' had green eyes and big round boobs, full lips and a soft girly figure. She was always at a bar I went to, we never did anything but did enjoy each others company often dancing. She liked to dirty dan...

Sucking My First Tranny Cock

by SamTravis on Sep 16, 2017
Transsexuals & Crossdressers

I'd been in chastity for 5 days, and my thoughts are not really focused on anything but sex (my lack of it) and sex (my desire for it). Princess Melissa plans on keeping me in chastity for a long time. She says Sunday (4 days away), but I suspect she may be teasing me. She told me I needed to suck cock and swallow some come - TODAY. So while I was at work...