Femdom Crossdressing Stories

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Marion Turns Me Out Ch. 02

by jomar on Sep 13, 2017
Fetish

If gentle femdom, crossdressing, strapon and male-male sex isn't to your taste, please back out and try one of my other stories. And let's imagine this is set in a world where unprotected sex is safe. ********** It was looking to be a glorious day. Marion and I were on vacation in the tropics at a five star resort. We started the day with Marion touching u...

Laundry Date

by Rallynoangels on Nov 27, 2017
Fetish

This story contains light femdom, humiliation, and crossdressing themes. All characters are 18 or older. ***** She did enough housekeeping at work, and now her Friday was taken away from her because of even more cleaning. Four year degree and what did she get out of it? A stereotypical maid's salary at a hotel that paid just enough for her to live in a ru...

Lick The Vamp

by SPARTAN047 on Sep 15, 2017
NonHuman

On request by an unnamed Literotica user. Fetishes: femdom, footjob, foot worship, crossdressing, maid outfit, slavery, humiliation Tags: Monster Girl Encyclopedia, monster girl, vampire, vampire hunter NOTE: If you're not into crossdressing fantasies, press the 'close' button on your browser, or keyboard-ninja your way out of here using ⌃-W or ⌘-W. I'm n...

Marion Turns Me Out Ch. 01

by jomar on Sep 13, 2017
Fetish

Marion Turns Me Out Ch. 01 by jomar If gentle femdom, crossdressing, strapon and male-male sex isn't to your taste, please back out and try one of my other stories. ********** "There, baby, that does it. Your toes will be dry in no time. A nice shade of mocha. Do you like it? It'll go perfect with your new bathing suit." Marion put the lid on the finger...

Sailing Away Ch. 01

by Jasmyn_White on Jan 20, 2020
Fetish

To all prospective readers - please bear with me, as this is my first attempt at erotic fiction. This started out as a chapter or two idea, and has blossomed into something much larger than initially planned and is now well over ten; I plan to post them all eventually. The story covers a broad gamut of subjects, including hotwifing, crossdressing, chastity,...

Slave to She-Orc Cock Ch. 01

by SissyForFatFutaCock on Jun 9, 2020
Sci-Fi & Fantasy

Hey there Literotica! This is my first ever attempt and submission of erotica. It's a plot that has been done a few times, but I plan to take it about 5 steps further. On that note, there is femdom and male sub in this one. Future stories will get progressively nasty, including but not limited to, futa on male/female, piss and scat, non-con, incest, femini...

Slave Tail

by Cyberweasel89 on Jul 11, 2020
Fantasy

In the kingdom of Pendragon, slavery is a burgeoning industry. Anyone can end up as one if they aren't strong or lucky enough. Slaves can be purchased, sold, and traded legally by anyone with the right business sense and magic. Slaves cannot be freed and are at the mercy of their current owner. Often kept naked to denote their sub-human status, some are cher...

Head Shrinking - Big, or Little?

by justincbenedict on Dec 9, 2019
BDSM

India smiled at the young couple. She loved seeing clients in this office. It seemed so cozy and the clients could cuddle while talking to her... It was a great couch. Reed looked a bit tense, but it had been months since he'd been out of his thing...of course when India thought of her husband and how long he had been in a tube, it didn't really give her mu...

Faye's Official CHYOA Story Contest 2025

by Spindizzy on Apr 29, 2025

Hey there, sexy readers, it's me again, Faye, your faithful flirty filthy CHYOA librarian. Gosh, it's been simply ages since we've had a chance to chat, but I've been so busy filing away all your delightfully dirty stories I've hardly had a moment to relax. What I really need is a little me time. A chance to unwind with my favourite toys and the highest qual...

It's not All About Her

by Copycat88 on Sep 17, 2017
Fetish

DISCLAIMER: This story is about Femdom, Cross Dressing and Cuckoldry. If these topics offend you please don't read it... Just move on. No need to vote or comment if this isn't your "thing". If these appeal to you, please enjoy. ***** -IT'S NOT ALL ABOUT HER- I absolutely hate trying to get anything off of my husband's computer, but here I was trying and...