Crossdresser Bondage Stories

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Trixie's Adventure

by spandexman on Aug 18, 2017
Fetish

Trixie, the 19-year-old, 5'5", adorable, assistant-manager, with big baby-blue eyes, high cheekbones, a cute dimpled chin just like her gorgeous aunt, thick long curly platinum-blonde hair, and an incredible 36GG-28-33 hourglass figure that her too small red knit turtleneck sweater, skintight white riding breeches, and shiny brown riding boots hugged like a...

It Started As A First Date

by spandexman on Aug 30, 2017
Fetish

As far as first dates were concerned, Roxy Fox, the 23-year-old, 5'11", Barbie doll faced gorgeous, secretary, with a strong dimpled chin, high cheekbones, big almond shaped hazel eyes, thick wavy shoulder length fiery-red hair, and a very firm, but extremely curvaceous 38FF-26-38 hourglass figure that her skintight white spandex pants, tight red spandex top...

From Dom To Sub

by ScarlettCD on Sep 14, 2017
Transsexuals & Crossdressers

Twenty minutes to go. A few days ago I had posted an ad online looking for someone to come to my place so that I could, to quote my ad, "get treated like a tranny slut by a true Dom of a man." I kept the ad low-key and photo-less to ensure none of my colleagues from work saw it of course, but more importantly, I was a Domme in my own spare time and did not w...

the corporation

by davidigor on Oct 21, 2014
Transsexual

you arrive to the building, you've been requested to come here to sign a contract for working here the call didn't give you too much information and you can't remember having asked for a job here... but you need the money so you decided to come here the building is a big one in an important neighbourhood... but strangely, the door is in a small alley in a si...

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My Story of Degradation

by Philippasubmaid on Aug 28, 2018
Transsexuals & Crossdressers

A Story of Degradation. This story involves BDSM and crossdressing, change of lifestyle and full submission both mentally and physically. If this is not for you feel free to read elsewhere, please. I was 47, just divorced for the second time and for the first time in years able to be myself and enjoy what I wanted to do in my own time. I should explain...

Literotica Monthly Awards 2020: March

by Literotica on Jul 14, 2020
Exhibitionist & Voyeur

Manu and I would like to thank all the authors who submitted during the month, and all the other months for that matter! We've tallied the reader's votes, and are happy to announce the winners of March Reader's Choice Awards. First Place ($150 Cash Prize Winner):When Angels Cum Ch. 19 by CapDragon121Second Place ($100 Cash Prize Winner):Chasing The Last Roa...

Sissy's Decline into a Slut Pt. 01

by Sissy_Chantel on Sep 13, 2017
Transsexuals & Crossdressers

Hi, readers, here is a new hopefully erotic story series of a sissy's decline to that of playing a sissy slut and then without her knowing soon to be a enslaved sissy maid and slut, featuring your sissy girl Chantel. Enjoy... ************************ Chapter One: Sissy Crossdressing Play Time. I'm sitting inside my car, it's late, a faint drizzle falls a...

Life and Time of Lady Vargos Ch. 01

by rik581 on Oct 3, 2018
Transsexuals & Crossdressers

I am in the process of reposting my stories. *** "The Life and Times of Lady Vargos" is the second book of the Martin Hastings adventures into a life of forced feminization. This story follows the feminization and marriage of a reluctant young man as he is forced to accept his fate as a male/bride, in a same sex marriage, arranged by his family. This stor...

A Crossdresser's Night In The Park

by cdtiffanymd on Oct 5, 2020
Transgender & Crossdressers

A Crossdresser's Night in the Park cd, bdsm, con, mm, anal, oral, toy Last night I was online in a crossdresser chat room where I was talking with Master Brian about me being a pain loving, submissive, bisexual crossdresser who was looking a master to use and abuse me. As we talked Master Brian asked me if I was dressed as a woman while I was on line with...

Sissy Walk of Shame

by zona_loser on Mar 12, 2019
Transgender & Crossdressers

First off: This is a story about my alter ego a not so bright crossdresser who likes a bit of exposure. It also contains an element of self-bondage but not in the traditional manner. All characters are over 18 years of age and are purely a figment of my imagination. ***** I am a part time mostly closet crossdresser. I don't consider myself gay or bi and ha...