Sissies Stories

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Orientation
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Infinite Scroll

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by panther1282 on Sep 15, 2017
Transsexuals & Crossdressers

"So when did the girls say they were coming?" Raquel Martin asked taking a sip of her beer. "They said they would be here at six." Raven Smith answered also drinking from her beer. "And you told them where to meet us?" Amanda Dale asked. "Positive." Raven assured them both. "So what in the hell is taking them so long?" Raquel asked impatiently. "Dud...

The Seductive Seed of a Tranny MILF

by SugarandSalt on May 28, 2019
Transgender & Crossdressers

Jackson got home and immediately curled up in bed. He didn't want to move for the rest of the weekend. He'd finally worked up the courage to ask a co-worker out at work. She politely rejected the invitation. Then later on in the day, Jackson spotted her flirting with some musclebound blockhead. Seeing that was like having hot coals dumped over his head. Twe...

My Therapist's Chinese Doll

by naoko17 on Dec 18, 2018
Transgender & Crossdressers

Disclaimer: The content below has many degrading comments on certain race and sexual orientation, so please don't read it if you are looking for "political correctness". ***** I still re-lived the night Eunsun left me. I remember her blank stare, followed by a cold grin. She wasn't the lovely woman I once loved. She said she didn't love me anymore, and wa...

Mistress Red Fox Becoming a Devotee

by His_fag_wife on Sep 24, 2019
BDSM

A story of what might have been a dream. Names have been changed. *** One evening I was looking through profiles on a BDSM website and came across one for a local Mistress, she was developing a new dungeon and she was asking for suitable subs for her to try it out on. Someone to test the new equipment and layout on. I read the ad over and over again, this...

Submitting to the Neighbour Lady

by Stillherer on Jun 8, 2020
BDSM

I went to high school with the Post twins in the late 60's. Tommy and Belinda Post. The Post twins were new to our area and it was rumoured that their father wasn't with them. It was our senior year and being 18 we just wanted it over with so we could get on with being adults. Belinda never gave me a second look but before he knew better Tommy struck up a te...

Sissification 101: Ch. 03

by silkstockingslover on Jun 8, 2020
Transgender & Crossdressers

Sissification 101 Ch 03 Summary: Eric(a) gets pegged for the first time. Thanks to Eric who requested and helped plot this lengthy story. Recap so far: Sissification 101 tells the story of Eric, a mid-30s Asian, who has been hiding his sissy side curiosity for years until he is caught in pantyhose watching hypno-sissy porn by a very supporti...

Fetish & Fantasy Pt. 01

by GavinIsaNuisance on Jul 13, 2020
Transgender & Crossdressers

This work is completely fictitious, any similarities to any persons living or dead is purely coincidental and entirely unintentional. All persons depicted in naked/sexual acts are 18 and up. Down and out aspiring model Taran Kilkenny becomes the hottest commodity in an escort service for trannies! But first he's gotta get trained by his new and domineering b...

The Price of Infamy Pt. 01

by EklectikChik on Sep 13, 2017
Sci-Fi & Fantasy

To all our fans, we really appreciate your feedback! Our delays are regrettable, but life always seems to get in the way of creative time! Hehe. We assure you that more installments will be made was we go through our editing process! Thank you!!! The girl bouncing on captain B. Fatima's cock threw her head back in rapture and moaned, shivering as she came f...

Swipe Right Ch. 05

by amb_anonymous on Jun 11, 2019
Transgender & Crossdressers

This is the last chapter for Swipe Right, but the story and characters will roll over into a new story. DISCLAIMER: This story takes place in a World without STDs, so I don't endorse the behavior of the characters. This story is a fantasy; pure and simple. STORY NOTE: This chapter switches perspectives between Samantha and Justine. ***** JUSTINE I've n...

The Wedding Ch. 04

by betamale08 on Mar 30, 2020
Transgender & Crossdressers

The Wedding (Patti Cake part 3) Chapter 4 -- Teaching, Teasing and Testimonials... I was a little stunned and leery after reading my version of this contract which wasn't all that different from Patti's... From changing my name to rescinding my rights to wear male clothing while in the employment of Darren and Carol -- or Ma'am and Sir, and also, not to f...