Cross Dress Stories

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Orientation
Length
Source
Infinite Scroll

Jay Cross

by JayCross on Sep 14, 2017
Transsexuals & Crossdressers

It was getting dark outside. I sat on my bed reading my favorite magazine, waiting. The sunset ment it was getting closer for my mother to go to work. I walked out of my room and looked down the stair case. I can see her getting her purse ready. I was already done with all of my homework and was ready for a little fun. "Jay, honey I'm leaving" "Ok mom, I'...

Meeting Taiah

by MaledictdeSanguine on Sep 17, 2017
BDSM

The Café Charmate was placed off a side street. Out of the way of the main street and directly opposite the Raven, the town's Goth and fetish bar, it attracted an exclusive sort of customer. There were six small cast iron tables, with two matching chairs at each. A dark haired waitress leant on the counter next to the antique cash register. Classical music w...

A Little Help for a Friend Pt. 02

by DrLit on Sep 15, 2017
Fetish

If you read my story, A Little Help for a Friend, you realize my wife and I used a three way to help a friend get back to having sex again after a tragedy. That friend, Julie, wanted to take us to Key West on a wild sexual adventure. All I needed to do was two expensive bikes for her; one a very expensive carbon fiber triathlon bike and the other nice road b...

Cross Dressed Victim

by oggbashan on Sep 24, 2019
Transgender & Crossdressers

Copyright Oggbashan September 2019 The author asserts the moral right to be identified as the author of this work. This is a work of fiction. The events described here are imaginary; the settings and characters are fictitious and are not intended to represent specific places or living persons. ************************************************* I wouldn't...

Daddies Slut

by XxPrinceAnonomousxX on Nov 26, 2017
Group Sex

I looked around the apartment happily, the candles in the room giving off a nice glow. I knew what I was going to do tonight; I was going to really entertain my longtime boyfriend. Since him and I met three and a half years ago he'd been obsessed with my feminine body, my long red hair, and my girlish figure. I'd never really cross-dressed much before I met...

Mao Meiliang meets Andrew Jackson Ch. 07

by AndrewStories on Jan 16, 2019
Interracial Love

Please please write something to me either here as a comment or through my profile. Every little word from someone reading my stories is wonderful. This is chapter 7, please read 1-6 first. *** Mao Meiliang knew she shouldn't be here. She shouldn't be walk where she was walking. And she definitely shouldn't be doing it alone. She was like an innocent lamb...

Anal Sex with Stranger on a Train 05

by SusanJillParker on Sep 19, 2017
Transsexuals & Crossdressers

Chapter 5 Peter finally meets Roberta again, the love of his life. In just a few minutes, Robert returned to the room dressed as Roberta. Giving him a sexy cross dressing show, by her feminine antics and charms, she obviously enjoyed being watched by Peter. With a shake of her head and with a flourish, as if releasing her sword in Zorro, the gay blade, sh...

Steve to Stephanie Ch. 01

by bad_boy_good_girl on Sep 16, 2017
Transsexuals & Crossdressers

This is my first attempt at a longer story with deeper characters and a more evolved story line. Stay tuned for the next chapter. As always comments are welcome. * Steve was mild mannered guy with a big secret. Steve was an avid cross dresser, very bi actually leaning towards being gay. Steve did not consider himself gay because he really wanted to be fem...

Sweet Torture

by erotic angel on Sep 16, 2017
BDSM

The shrill ring of the telephone pierced bly's nap, and as she grudgingly reached for the phone, mumbling because she had been woken from a particularly erotic dream, her disappointment quickly vanished as she heard His voice. She immediately got wet as His voice caressed her, and she was awake instantly. "Come My pet, the dungeon is finished at long last,...

Linda Saga Of Lust And Love Ch. 03

by oneofthetwelve on Sep 16, 2017
Romance

After class on Wednesday Linda finally decided to go to the Bible study as suggested by the Father. She picked out a long grey skirt and a white knit top. She wore her gold cross but skipped most of the make up and settled just for some light red lipstick. She remembered the modest part of her promises. Picking up her Bible she walked towards the church. In...