Crossdressing Punishment Stories

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Orientation
Length
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Infinite Scroll

A Taste of Slavery Ch. 04

by Thors_Fist on May 6, 2019
Novels and Novellas

Julia finally indicates to Scott she's ready to submit to sexual slavery for three weeks, by putting on his collar and a little bit more. Bondage furniture is built. This chapter contains oral and vaginal intercourse, mild bondage, and a spanking. For those not following since the beginning of this story, STD's don't exist. At Taste of Slavery, Ch 4 - Juli...

From Jenny to Mei Ch. 08

by asianToy on Sep 14, 2017
Novels and Novellas

Please start with Chapter 1 or you won't know what's going on. My most heartfelt thanks to John who's editing prevented me from looking stupid! ***** Fresh from her first waxing and lesbian encounter, Mei was flush with a guilty satisfaction. At quarter past nine she got in the taxi, same driver, and texted: "On my way... you're going to like the new me!"...

Nicole Desired Ch. 01

by NicoleAlldredge on Sep 13, 2017
Transsexuals & Crossdressers

Helen and her two daughters enjoyed themselves as the private lingerie fashion show introduced them to the latest fashions. Helen had always shopped at Lydia's lingerie as there was no better place to find exquisitely sexy lingerie. At the end of the show the women handed the head clerk the order sheets they had filled out. The orders were retrieved by the...

Respect Ch. 03

by rachaelross on Sep 16, 2017
Romance

That day seemed very distant though, as I sat there on a leather bench in a largely empty room, looking down. Angela was with me, sitting close with her arm around my shoulder and her hand on my swollen tummy, caressing my baby through the skintight rubber that covered my body from my toes to my neck. It was black and shiny and I wore it as a second skin, a...

Submissive Husband Ch. 01

by Freakboy80 on Sep 19, 2017
BDSM

Bill and Stephanie have been married for almost ten years. They have a good relationship and get along great, but like most couples that have been together for a long time, their sexual relationship just isn't as exciting as it once was. Their sex life had been reduced to nothing more than a routine, which consisted of brief oral sex on each other follow...

Dad or Mom? Ch. 02

by missassam on Sep 25, 2017
Exhibitionist & Voyeur

Eric and I sat naked on the bleachers at the YMCA pool, St Paul. It was nine on a Monday night, the facilities near deserted. My weights room buddy had kept me back later than usual, after our swim and workout, with his ceaseless talk of body building, body builders, new routines, favorite muscle groups. After two hours of exercise I was happy to linger in h...

Awakening of Fannie Ch. 16

by STEVEN VANE on Sep 18, 2017
BDSM

(Slut must become the biggest whore in the Big Apple in order to pass her slave test!) * Day 6 continued. As we leave the shoe store and walk down the crowded street my mind is spinning thinking about the nasty things that I have been ordered to do today in order to pass my slut/slave test. I have been told to masturbate to orgasm in a car while we drove...

Beebe and Petey Ch. 09: Conclusion

by Valendon on Aug 31, 2017
Romance

If you're just now joining the series, here are the characters: Chad, (nickname BeeBe) age 20, drafted and on leave between basic training and AIT Kathy, (nickname Petey) age 18, College student, Chad's fiancée' Denise, (nickname Dene) age 18, Chad's sister and Kathy's best friend Jan, age 28, Kathy's sister Tony, age 26, Jan's lover/boyfriend—ex A...

Galactic Slave Ch. 07

by dweaver999 on Sep 12, 2017
Sci-Fi & Fantasy

Chapter Seven: Orgy For the next two days, I spent my time preparing a 'for dummies' version of the evidence I had found. It seemed that the people that needed convincing were not financial experts. It takes skill to make a virtual room presentation easily understood by a layman. I started by preparing two different programs. The first would show the raw da...

Trading in Strange Places Pt. 03

by SierraSprite on Sep 16, 2017
Novels and Novellas

Rendezvous at Grand Lake I was awake in Amelia's bed in Steamboat Springs, feeling groggy from too much travel and too much excitement in too few days. Domestic noises were coming from the kitchen and I thought about my two companions and the funny phone call with New York last night. I stumbled to the kitchen. They looked up at me in the doorway, shook t...