Cross Dressing Stories

72,522 results
Orientation
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Infinite Scroll

Sonia's Panty Slave

by illegalsmile38 on Sep 17, 2017
Fetish

This is a variation on a theme dear to the hearts of many (or at least some). If you feel like voting – vote. If you can't be bothered – I don't care. If you feel like giving me feedback – then do. If you can't be stuffed – then pour yourself another glass of wine and skip on to the next rollocking yarn. The fishnet pull-up stockings were stretched up over...

From Heels Fetish to Cock-Sucking

by heelsfan1980 on Sep 16, 2017
Transsexuals & Crossdressers

It is with a sense of disbelief that I take my clothes off. It's like I'm watching someone else do it through my own eyes. I don't want to, not any more, but I'm here and he's left me alone in the room and I don't see what else I can do. I'm taking it a step at a time. Yes, I can put on the clothes I've brought with me in the rucksack. I've come a long...

My First Man

by cdloveradam on Sep 16, 2017
Transsexuals & Crossdressers

I started cross-dressing at a very young age. I believe my first time was in a pair of my moms tan pantyhose and high heels. It was a joke that my sister did on me but ever since that I kept doing it in secret. I use to wear my sisters panties, hosiery, bras, and make up. I got very good at making myself look like a woman. At 5"11 and very slim it wasn't tha...

Body Types

by Dawns on Sep 16, 2017
Transsexuals & Crossdressers

My name is Carl and I love to cross dress. My alter ego, Carissa, is an out going and friendly person who first appeared in public recently. The occasion was a corporate Christmas party. I had been by that time dressing privately in front of my computer and participating in a video chat for several months. I'm five foot six, 130 pounds. I wear my medium br...

Lanceolina and Guinevar

by dantemendoza on Sep 1, 2017
Humor & Satire

6th Century A.D. Legend tells of the great Queen Arthuria who pulled, tugged, and yanked the great wizard Merlin's long sword out of his rocks proclaiming her as the first female monarch of England. Uniting all the neighboring borders into one huge kingdom, which she aptly named Cameltoe, Arthuria created the historical Knights of the Oblong Table. She ori...

When All Else Fails Ch. 01

by ajheath13 on Sep 16, 2017
Transsexuals & Crossdressers

I don't have an editor yet. I just want some feedback on the current product. ***** "I'm so bored." Shane Danielson stared off as one of his few friends, Joshua Cross, dealt out another hand of poker. The weekly tradition began the year before when they met at a party and continued despite the unique relationship the two shared. "Maybe if you focus on the...

Samuel X Tops Mistress Kia!

by Samuelx on Aug 29, 2017
Fetish

What's up, people? My name is Kia Holbrook, and I'm a gal with a wickedly hot story to share with you. I'm a tall, curvy and sinfully sexy African-American dominatrix living in the City of Gaithersburg, Maryland. Southern belle of the curvaceous and proudly Black persuasion, born and bred. I recently married my favorite bisexual Haitian-American stud, Samuel...

Auntie Mary Pt. 01

by nickitaylor on Sep 14, 2017
BDSM

This story takes place the Saturday after "Nicki's Mini Part 2". ***** When I woke that Saturday morning, I still ached all over. But it was a good ache; an ache that reminded me of the amazing experience I had had at the rugby club. But it was the phone ringing that got me out of bed - not many people use my landline, most use my mobile (cell phone, to m...

Something in the Water Ch. 03

by sublocked on Sep 19, 2017
Transsexuals & Crossdressers

Something was irritating me. My feet felt odd, like they were jammed inside too-small shoes, and I couldn't spread my legs out to stretch. I awoke with a start as I realized my panties were acting like a hobble, pulled down as they were, just above my knees. As I rolled over to adjust things, my shoulders felt the bra and I moaned with the sheer ecstasy of i...

Caught by Neighbour

by Borderlands on Sep 13, 2017
Transsexuals & Crossdressers

- 1 - It was a beautiful warm day, and I had it to myself. My wife Sam was interstate on business for the week, and not due back for another five days. For me that meant housework to be done, but plenty of time to enjoy my own space, and entertain one particular hobby. I smiled to myself, and not for the first time, I stopped in front of a mirror and pulled...