Cross%20dressing Stories

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Orientation
Length
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Infinite Scroll

My Cross-Dressing Life

by roberty on Oct 10, 2017
Transsexuals & Crossdressers

The first time I learned I might be different is when a friend of mine—we were both drying off after swimming in the college pool—told me my body looked like a girl's. I'd received some looks before, but that was the first time someone came right out and told me my physique was leaning a little toward "feminine." A few weeks later, while loitering in the col...

Ava’s Surprise Submissiveness Pt. 01

by SHAFERLINE on Sep 19, 2017
BDSM

Ava's Surprise Submissiveness Pt. 1 Ch. 1-4 Chapter 1 Scott Walker was a manager for one of the large pharmaceutical companies in the metro area. He was twenty six years old and had split with his girlfriend about three months ago. He had been going with her for a little over a year when he decided that she was much too demanding in their relationship than...

Beneath a Full Moon Ch. 02

by Luna_Wolf72 on Sep 14, 2017
NonHuman

"What do you mean, we should move on to our winter quarters? Summer just started." My voice was raspy as I tried to control my inner beast. I hated having my plans thwarted for any reason. True, my pack had no idea why I wanted to stay in this small town, and I was not about to enlighten them just yet. I wanted to lash out at the pert wolf that had opened t...

A Mage's Tale Ch. 10

by NeoShade on Nov 13, 2017
Sci-Fi & Fantasy

Many thx to all of you following this epic and a way to go to my editor. ***** Pulled from the depths of sleep by the throbbing of orgasmic release, my eyes open to the splendor of Blank's bouncy titties, with her body covered in a sheen of perspiration while she cums on my twitching cock. A gentle moan escapes her lips as she continues rhythmically moving...

Freddie Becomes a Cross-Dresser Ch. 04

by BOSTONFICTIONWRITER on Sep 16, 2017
Reviews & Essays

Now, that I bought everything that I needed to transform myself from a handsome and modest man to a beautiful and sexy woman, I realized that I had completed the easy part in buying the clothes, the makeup, and the perfume. The difficult part, of course, would be dressing up like a woman without having a woman there to help me. I certainly did not want to as...

A Mage's Tale Ch. 11

by NeoShade on Nov 13, 2017
Sci-Fi & Fantasy

Chapter Eleven "Now what?" Clue asks looking up at me. "It's raining and all I want is a good fuck." "Tsk tsk, It's your first time and you have waited so long, I want it to be special." I say. "Your tall, hung, and magic. How is this not already special?" "You'll see. Come on." I say flipping my cloak up and dashing into the rain. She follows her bare...

Nancy's Summer Job Pt. 04

by SHAFERLINE on Sep 17, 2017
BDSM

Prolog Nancy Nichols had just finished her junior year at UNLV and decided to stay in town during the summer and take a couple of courses to relieve her crowded senior year schedule, rather than return to her parents' home in Chicago. She had applied and gotten a part time job at "Monica's Stilettos and Lingerie" which was a shoe store that also sold vintag...

Sandra Cross's Xmas Toy Workshop

by andtheend on Sep 16, 2017
Toys & Masturbation

Masturbation toys sold exclusively online make it to the mall. Ah, it's Christmastime, a magical time, and a special time of the year. "Merry Christmas, everyone. Happy holidays. Happy Hanukkah. Happy Kwanzaa." Can you hear the sleigh bells in the distance? Can you smell the snow in the air? It feels like Christmas, doesn't it? Suddenly, I want to break o...

Cross Country

by Ashson on Sep 13, 2017
Erotic Couplings

I'm a teacher. This was my first year teaching at Lawndale High. My first year teaching at any school, for that matter, but you have to start somewhere. So the big mid-year event came as a nasty surprise. It turned out that it was tradition that Lawndale High held a cross-country run each year. Attendance compulsory. That was fine by me. Gets the students o...

Halloween Cross-Dressing Bash Ch. 06

by BOSTONFICTIONWRITER on Sep 14, 2017
Transsexuals & Crossdressers

Gloria left the store in the capable hands of her store manager, Sharon. After paying for his purchases, with Gloria giving Bob a very generous and unexpected 20% discount, Bob followed her car home in his pickup truck. He was just as excited to maybe have a sexual affair with her as he was with the thoughts of trying on the clothes he just bought. They sto...