Crossdressing Bondage Stories

15,183 results
Orientation
Length
Source
Infinite Scroll

Lucy's Walk

by Case21 on Sep 15, 2017
BDSM

Lucy sits in her white linen dress trying not to squirm. She's almost ready to go out. Her buff-coloured high-heeled boots are being laced up her slender calves by her Mistress' maid, Nanette. Lucy has lifted her skirt for Mistress' pleasure, and she trembles to imagine the sight she must present: the split-crotch leather thong between her leg holding a trai...

Behind the Story Ch. 03

by Goldeniangel on Sep 11, 2017
BDSM

Author's note: This story really needed some kind of conclusion. I'm sorry that it took me so long to write it. This has bondage, spanking and some light BDSM, but is not a slave/Master story. I hope you enjoy! ******* Dru walked through Bind feeling like a swan in the middle of a room of crows. Everyone there was in black, black and more black. Well, no t...

Mature Muscular Girlfriend

by mrstanley on Sep 13, 2017
Mature

My name is David and this is a brief story about my kinky sex life and mutual sandal fetish with my Mature Bodybuilder girlfriend Samantha. It is mid May here in Tucson and the sun is rising over the rocky horizon. A cool breeze blows from the west as I step outside onto the back porch. It is about seventy degrees and seems to be getting warmer. I think th...

The Panty Perils of Me 20

by HarleyFatboy1 on Sep 14, 2017
Illustrated

You are probably wondering what has happened to Arnold. My gangly, awkward, but very cute 19-year-old neighbor who discovered a little fetish for my panties was back at college for another year. Now just because I haven't written about him in a while doesn't mean that he has gone unnoticed or ignored. I made it a singular goal of mine to keep Arnold erect...

Four Housewives Ch. 01

by StoryTeller07 on Sep 13, 2017
Erotic Couplings

He's been entertaining them all Josie smiled at the others, because they looked so worried. She didn't care how upset they were, just so long as they didn't blab the secret to their husbands, or anyone else. 'Look you three, don't get carried away. Sit and think about it. Look at the positive side before you go ape,' Josie told them. 'What do you mean, th...

Second Chances Ch. 01

by life_is_a_dance on Sep 19, 2017
Romance

The man at the bar had been staring at her all night and Natasha had to admit that he was a lot cuter than most men that gave her that eye. As she sipped on her beer, she tried to place his looks. Spanish was in his blood, his dark, wavy hair and his olive skin gave that away, but his clear blue eyes hinted at a mixed heritage. He was built too, the physic...

Waiting for Searching

by Francine-frcxa on Sep 16, 2017
Fetish

This story concerns an older woman held in a police station for being in a car in which drugs were found, and having to wait handcuffed with a full bladder because there is no female police available to search her. No hard sex, no brutality. A bit of watersports (hold-it, mostly) with some (reluctantly consensual) exhibitionism, mild bondage (handcuffs). *...

Heather's Adventure Ch. 02

by locodriver8776 on Sep 13, 2017
Fetish

This is the second part of "Heather's Adventure". The first part described how Mike succumbed to his basic urges and made love to his 21-year-old housekeeper following the death of his wife. This is part of a diary kept over 10+ years, if you haven't read the previous parts, I would encourage you to start with the first part and read them in order. Chapter...

Blackmailed Couple Ch. 21

by rainyseason747 on Sep 19, 2017
BDSM

Note from author: This story involves possible non-consensual sexual relationships....it's purely fantasy, and for those who find that offensive, please move on. I'm always open to constructive criticism, but that's for the betterment of the story, not for 'bashing'. Also, for those who seem to enjoy bringing kids into the mix, it's not gonna happen. I don't...

The Conference Room

by CalypsoInPhilly on Sep 13, 2017
BDSM

He had known that working with her so closely would be a challenge for him. He had correctly anticipated that it would be very difficult to be around her all day, sharing the same space, looking at her, talking with her, laughing with her – without being able to touch her. But he had not realized that during their training process, they would actually sit...