Crossdressers Stories

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Orientation
Length
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Infinite Scroll

June Meets Dale

by june613 on Sep 14, 2017
Transsexuals & Crossdressers

I've been wearing Pantyhose for almost 30 years now, and I still have as strong a Fetish for them now, as I did back then. About 17 years ago I started meeting other Pantyhose Crossdressers or Pantyhose Lovers for Kinky sex. About 4 years ago I replied to a posting on Craig's List from someone looking for a Pantyhose Crossdressing partner. We met in stree...

My Favorite Orange Bikini

by daisy2holes on Nov 4, 2019
Transgender & Crossdressers

I have a fave orange bikini. I've done a lot of things in this swimsuit. I bought it 20 years ago in Janesville and tried it on in Penney's. It was near closing and the guy working the men's department was checking the dressing rooms and saw me. I left the bikini on and put my drab stuff over it. He followed me all the way to the exit. I'm not sure if I shou...

Forced Entry

by MicheleNylons on Sep 19, 2017
Transsexuals & Crossdressers

Danny sat at the bar of the Holiday Inn nursing his fourth double scotch, espousing to the man beside him the reasons why his company was the best designer and distributor of accounting software in the world. Danny was a large man in his forties and was running to fat. He was dressed in a travel-weary navy-blue business suit, a crumpled white shirt now open...

Girl with Something Extra Ch. 03

by JonThomas_ on Sep 16, 2017
Transsexuals & Crossdressers

Hello readers, this is your humble omniscient narrator with another episode in the life of Daisy; The Girl With Something Extra. She's back at her favorite 'straight' sports bar, hanging out with her buddies, and hopefully watching her favorite football team draft it's next star player. The last thing on her mind is meeting someone new, but she does. ~~~...

sissy's life

by cdbaby on Apr 20, 2018
Fetish

INTRODUCTION: (sorry the way it was originally seemed unclear) Sissies, they're all over the world, and beyond. Discover their origins, their fears, their lusts.What's next? halloween vinny Messaging with a dream Trendsetting slumber pary Are you my Mummy? What's next? halloween vinny Messaging with a dream Trendsetting slumber pary Are you my Mummy?...

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Exotic Escapades Ch. 03

by exroticdistant on Sep 14, 2017
Transsexuals & Crossdressers

The smell of wood and coffee filled the quiet house as Tammy slowly picked herself up from a plush couch. Daggers of sunlight blinded her eyes as she eventually got on her two feet. Her body ached, and she noticed a small pink bandage on her left leg. The terror and pain of last night shook her as she slowly tried to find the kitchen. In the distance, she sa...

Maid to Order Ch. 03

by MicheleNylons on Oct 13, 2020
Transgender & Crossdressers

Michele lay on her bed sobbing. She felt confused and defiled. Michele's alter ego Mick had spent many years in the army, he knew how to fight and would never allow himself to be coerced or forced into doing anything he didn't want to. But when he transformed into Michele, all of his resilience training and self-defence mechanisms seemed to have disappeared...

Best Camping Trip Ever Ch. 01

by Lovinhose on Sep 16, 2017
Transsexuals & Crossdressers

*This is a fictional work based on a fantasy of mine. Hope it comes true, and hope you enjoy.* ***** I love camping! I mean I really love camping. I also love crossdressing. And sex. With men. Yeah. I live for all the above. I have also begun to get a little more bold as the years go by. I wear tights or pantyhose under my jeans everyday, even during the s...

Maid to Order Ch. 02

by MicheleNylons on Oct 13, 2020
Transgender & Crossdressers

Mick had been shit unlucky. He had driven over sixty miles on the day she bought all of his girly accoutrements. He had even stayed overnight, confident that she wouldn't run into anyone that he knew while he was shopping. But, as has been said, he was shit unlucky. Of all the people in the world who happened to be in the same city, shopping in the same sho...

Sissy Chantel, New Reality Ch. 05

by Sissy_Chantel on Sep 15, 2017
Transsexuals & Crossdressers

Chapter Five: Oh, Oh, My Surprise. "Ohh, Ahhh...Wha...what." I say as I wake up and am lost with where I am and what is going on. "What the... What the Hell? Where am I and what is this? Huh, what the Hell? Why am I chained and padlocked around my waist?" I'm groggy and very confused as I look at the room, dimly lit with a single hanging light bulb, I'm on...