Crossdressing Bondage Makeup Stories

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Morning Release Pt. 03

by ThatGuyMan on Oct 7, 2019
Transgender & Crossdressers

Author's Note: This story contains Futanari, Futanari on Male, Futanari on Female, Futanari on Futanari, Anal, Pregnancy - it's alot but if you've read the other chapters you know what to expect. Enjoy! xxxxxxxxxxxxxxxx Mary knocked on the door. She rearranged her white skirt, which was flowing down to just above her ankles and showing off a pair of leopa...

The Aquisition

by Jane_the_Slut on Aug 7, 2019
BDSM

CW: D/s, bondage, spanking, toys. *** The champagne had gone straight to Mia's head as she waited for her turn to be called to the auction block. She had expected that by going last, enough of the audience would have bled off to the terrace to smoke or to the quieter side rooms to talk business with whoever they bought for the weekend. Instead they'd hung...

Sweet Gwendoline Ch. 22

by Schlank on Sep 7, 2020
BDSM

When I got home, I was sore all over. Councilwoman Normandy had whipped me far more severely than any woman had ever whipped me before. Ms. Knauss was the first to notice my whip marks. I was under orders to report to Ms. Knauss immediately whenever I came home and submit to her for a strip search and body cavity search. It wasn't that anyone felt I was goi...

Stupid Slut Ch. 01

by LaceAndHumiliation on Sep 28, 2020
Erotic Couplings

Ok, so I'm a stupid slut (shout out to stupid sluts everywhere!). I admit it. But is it so wrong that I crave to be used like a cum rag for guys? Is it any worse than an alcoholic who can't control their cravings? It's a disease! I know I'm being facetious, but honestly, these are natural, innate desires I have. I didn't make them up, I didn't decide to let...

Loose Weekend (Saturday Night)

by dogs_of_phwoar on Sep 25, 2017
Erotic Couplings

Continuing the story of this young lady's dirty weekend which started on the Friday night, but not exactly as she had planned. As with the first chapter, I wanted to focus on describing the appearance and desires of the woman in question. This, and the earlier chapter, were inspired by real life - with liberal amounts of imagination thrown in, of course! *...

The Price

by jackie_em on Mar 2, 2020
Transgender & Crossdressers

This story includes cross dressing, feminization and sex between a male and female, including pegging. ************************************ I had been dating Sherrie for a few months. It was summer vacation, so we had time to spend together. We had made out and she let me touch her but only over her clothes. I was 18, as she was and I was a virgin, almost...

Betrayed Ch. 04

by AngelCherysse on Sep 19, 2017
Transsexuals & Crossdressers

Chapter 4: Let The Games Begin I really wasn't surprised when Dianna directed me into the parking lot at Ringers. It was only a few blocks across town from my new home; a five-minute drive, if the traffic wasn't killing at the time. Consciously, it had not been a factor in my decision to take the new place. Sub-consciously... well, who knows? "Pop the trun...

Strippers and Prostitutes Ch. 12

by Scorpius1945 on Sep 19, 2017
Novels and Novellas

Author's notes: 1. This story follows on from my previous story 'Mixed Emotions' in which the characters are introduced and developed. It is strongly recommended that 'Mixed Emotions' is read first. 2. This is a work of fiction. The activities and practices described in this series are neither condoned nor recommended. If you choose to do anything describe...

The Reawakening of Dr. Clark Ch. 15

by The_Maestro_Braddock on Sep 12, 2017
Erotic Couplings

Gina Clark rolled over in bed and apologized for the fourth time in ten minutes. "I'm sorry I feel so lousy," she whimpered, noise small and nasally. She had been struck with some kind of early flu or aggressive cold that left her stuffed up and feverish and thus stuck in bed for at least the evening. This meant she could not take part in bringing her childr...

Christy's Fantasy Come True Ch. 05

by curious_cd on Sep 12, 2017
Transsexuals & Crossdressers

Chris had been busy while Jim was away on Business for the week. He had come to the conclusion that he wanted to dress full time as a woman when he wasn't at work and start a business to help men get in touch with their feminine side. He even had his first customer, Paul. They had met at a lingerie store and Chris took him home to dress him and fuck him. Eve...