Femdom Crossdress Stories

2,137 results
Orientation
Length
Source
Infinite Scroll

Witches of Westfield Mall

by Vestiphile on Apr 22, 2019
Fantasy

I was in the Westfield Mall to return a couple shirts that didn't fit me. I knew I should've tried them on, but dress shirts are a massive pain in the ass when you're in a fitting room. All those pins and clips, the cardboard holding the collars and cuffs in place...way too much work. So imagine my surprise when I saw people running or briskly walking out of...

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Sissy Truth or Dare

by BimboBarbie on Dec 23, 2017
Transsexual

You wait nervously outside the front door of Samantha's house, your heart pumping as you still can't quite believe your luck. Just a small, nerdy guy like you being invited over to the most popular girl at school's house! Finally gathering up the courage as you tentatively press the doorbell, hearing the sing song chime through the door. A whole minute passi...

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Vacation with Aunt

by Alice Dragonslayer on Mar 19, 2018
Transsexual

Hello, you are 18, semi long black hair, feminine build, shy and submissive. You visit your Aunt Katy (looks like Katy Perry) for the summer. She may or may not have a daughter. She has a very feminine house and has a pink car. She dresses pretty hot. Her breasts are perfect and she's in her 30's. She doesn't have a husband and stays in an apartment with one...

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Fetishville (Adding Encouraged)

by VioletWinters on Sep 26, 2017
Fetish

Welcome to Fetishville! I am Violet, the mayor here. I know you're eager to start so let's get to it. To begin with your adventure, press the "Start Game" button on the right and find your fetish. It is pretty straight forward. If your fetish involves dominating, select [Dominant]. If it involves being dominated or being submissive, select [Submiss...

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Summer at Auntie's

by BimboBarbie on Dec 18, 2017
Transsexual

You stumble off the plane and into the airport with your legs feeling like jelly having been seated for a few hours, heading down to the conveyor belt to collect your suitcase. Watching as a few familiar people you recognize from the flight all come and go, collecting their bags happily and leaving while you remain growing increasingly worried. Eventually it...

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Sex therapist

by qaz on Sep 1, 2016
Miscellaneous

Who do we follow?What's next? A boy A girl What's next? A boy A girl...

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Relax

by BoredTBDL2 on Jan 7, 2021
Fetish

“Jesus man, that’s a lot.” Mike stared at the old metal table between you two in the middle of his backyard patio for what felt like several minutes. You couldn’t blame him for taking his time though; you two were just gonna meet up for drinks, but the alcohol had other plans, and now you feel like you need to pay your friend for being your therapist. “I don...

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Die Mädchenschule für Jungen

by Redboom on Feb 12, 2020
Transsexual

In einem kleinen Café: Verträumt blick Leon in den großen Spiegel auf der anderen Seite des Raumes. Das Spiegelbild zeigt zwei Damen in den Enddreißigern, eine junge Dame Anfang zwanzig und ein hübsches Mädchen gerade achtzehn Jahre alt geworden. Zumindest sieht sie aus wie ein hübsches Mädchen: Eng anliegendes dunkelblaues Chiffonkleid mit locker über die S...

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All Inclusive Resort

by Dayeandknight on Sep 26, 2015
Transsexual

Tracy fell back onto the bed, finally able to rest after his ordeal. He worked in an office and he dearly needed a break from the monotony of it all. Cancun, Mexico would be his escape from his life. He worked with a travel agent and got a travel package to his liking and saved what he could for the trip. The airport was a nightmare he thought would never en...

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Forbidden Codex

by TheCanadian on Aug 30, 2018
BDSM

You’ve got a freind named Denise, with a strong interest in the supernatural--something you have in common. At times, it seems she has a crush on you, but you’ve been friends for years. Besides, Denise was just older than you by enough that you figured she didn’t think of you that way. One afternoon, you knocked on Denise’s front door. When the door opened,...

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