Cross Dresser Stories

60,464 results
Orientation
Length
Source
Infinite Scroll

Cross Dressing: A Hypothesis

by Da_Vida on Sep 16, 2017
Reviews & Essays

First as a young adult and then as a psychologist, I read extensively in an attempt to find an explanation for my cross dressing behavior. Several psychological hypotheses have been proposed in the literature but I did not find any of them to be compelling. While I don't think it is an explanation for cross-dressing, one hypothesis that resonated somewhat...

Another Walk in the Park Ch. 02

by sandysummer on Sep 16, 2017
Transsexuals & Crossdressers

The jetlag and the burger kicked in. I hurried back to my Hotel room. Thinking that I would grab a quick nap I kicked off my shoes and closed my eyes. They opened again at 10pm. I was alone, in Rogers, on a Saturday night. I flicked through the channels on the TV. By 11pm I was wide awake. There was nothing worth watching. The view from my window was even l...

I'm Not Going

by JonB1969 on Sep 11, 2017
Interracial Love

With apologies to Glee, I was inspired to write this story by Amber Riley's rendition of "And I Am Telling You I'm Not Going." Enjoy! ----------------------- I was laying in bed. Alone. On a Sunday morning. Now some of you might say I should be at church, but I'm glad to say I was working to the late hours last night, getting my work done. So it's a lot t...

Olivia

by dani_boi on Sep 16, 2017
Transsexuals & Crossdressers

I had been talking with Olivia online for a while now and it looked like our "relationship" was progressing nicely. As a cross dresser I had not been attracted to other "CD's" but there was something about her when we talked. Then I saw her pictures and WOW! Olivia is my height 5'7" but a little heavier than my slight 140lbs. She is not fat at all, just a st...

Bostonfictionwriter's Big Bash Ch. 01

by BOSTONFICTIONWRITER on Sep 13, 2017
Non-Erotic

Are you ready for a party? Are you ready for some fun? Would you like to rub elbows with some hot women and men who have as much as a libido as you do? Well, sign up to attend the biggest bash of the year. I'm hoping to collect thousands of attendees to make this the biggest and best party of the sexes ever, bigger than the swingers' party they hold in Vegas...

Your Toy Story

by zeebiz on Aug 21, 2019
Erotic Couplings

It's our first night together. I've promised and said so much, but, your life experiences are so different... you've been hurt so many times. How can you be sure? As I step into the bathroom for my shower, you make the decision to go all in. Hurriedly, you slip into that sexy baby doll you bought... little more than lace and a promise... and then... Taki...

My Crossdresser Dream

by DaddyisaCD on Sep 16, 2017
Transsexuals & Crossdressers

How do I reconcile my desires? I don't know. If I did the I would have done so already would have I? Oh well, here they are. The dreams of a semi closeted cross dresser. _________________________ We will start with the easiest thing to do, yet the hardest step I have yet to take. The blow job. Taking a cock in my mouth and sucking it until it explodes. I...

First Time Cross Dressing

by fethishboy on May 1, 2003
Fetish

Lisa Smith was always a bit spoiled. She was a sexy and teasing little minx. She was 22 years old with a smoking hot body. She loved to tease and be treated like a princess. She acted all sweet and pretty but she had a wild side. She loved to control men. She loved to make her buy her stuff. She loved to cock tease. She made a lot of money on it. She loved t...

Open in Reader

My Life in High Heels Ch. 09

by cdandie on Sep 14, 2017
Transsexuals & Crossdressers

For those of you reading my stories they are not in chronological order. Not any order for that matter. Just writing as I reminisce of my past. Also I appreciate all the wonderful responses. Thank you. If you enjoy reading them I appreciate the atta girl. This is how I got my serious start with groups of men. I had cross-dressed for many years. A wonder...

Something in the Water Ch. 02

by sublocked on Sep 19, 2017
Transsexuals & Crossdressers

I couldn't help it; no-one had ever accepted my cross dressing before in my life (not that I had attempted this before with anyone, as I had always been too embarrassed), and I found myself my own worst enemy. I felt ridiculous, not at all the way I had imagined it. The arousal that I had felt only moments before became burdened with the equivalent of anvil...