Trans Bondage Stories

15,969 results
Orientation
Length
Source
Infinite Scroll

The Trade Show Pt. 07: Conditioner

by GeorgiaD on Sep 23, 2019
Transgender & Crossdressers

Sorry for the long delay in writing this but Georgia's life has been a bit of a roller-coaster ride recently. xxx ***** The weather was glorious. A perfect English summer's day. Cindy drove us with hood down to Totnes, a lovely and quite alternative town not far from Plymouth. On the way, we talked about everything imaginable. Politics, fashion, hairstyl...

Lost Empire Ch. 43

by Pars001 on Sep 13, 2017
Non-Erotic

ship# - ship name - prime 0001 - Tempro 0003 - Conner 0097 - Ace - Zimmel 0098 - Lucy 0101 - Shelby (mother ship) - Derrick 0125 - Lars 0200 - Ellen 0301 - Rodrick 0403 - Johnathon 0667 - Marco - Brown 0778 - Jan 0798 - Celeste - Shelby (human) 0908 - Tara - Mara 0999 - Zan 1000 - Sherry - Lucie (for the moment) Derrick had spent the next few...

Dakota's Surprise Pt. 03

by mfan2112 on Oct 5, 2020
Transgender & Crossdressers

Dear Readers, I hope you enjoy this piece. If you like it, please check out my other works. By the way, the dictionary defines a chapter as: a main division of a book, treatise, or the like, usually bearing a number or title or an important portion or division of anything. So, dear reader, if you have not read the first two chapters yet, what is stop...

A Learning Experience Ch. 07

by Joscelyn2tg on Sep 19, 2017
Transsexuals & Crossdressers

My father had disowned me in June of 1975, and my psychiatrist had apparently decided I was just too much to deal with, insisting I never appreciated his help during my transition. Because those two people provided so many links in my previous life, I felt I needed to leave them behind and move on with what was left of 'my life' if there was such a thing. I...

AliExpress and Sissy Downfall Pt. 02

by His_fag_wife on Oct 15, 2017
Transsexuals & Crossdressers

Charlie had really done it this time, deciding on his first big self bondage session in his hotel room after picking up all his kinky goodies he bought on AliExpress. Then his wife had surprised him by joining him for the weekend and found him, fully dressed as a Sissy slut, make up, wigs, high heels the lot. Locked in bondage at his own hands. Now she was a...

The Porn Theater

by pondcat on Oct 15, 2017
Exhibitionist & Voyeur

I was traveling to a new city for work and looking at the sex listings to find if there was any decent gloryhole action. It's getting harder to find a good ABS anymore. But not in this town. This town was full of options. The most curious option of all was what was described as a genuine old-school porno theater. A floor full of seats, sofas, even a few bed...

My Trans Girlfriend and My Sister

by ArkansASS on Oct 6, 2020
Transgender & Crossdressers

Warning: This story involves sex with a trans woman and my sister. If either transgender stories or incest are not to your liking; unfortunately, this story will not be for you. I have given my trans girlfriend in the story feminine pronouns (eg. "She" and "her") For the sake of creative convenience. I started dating Michelle about 3 months ago. She is my t...

Jessica

by Floydman1 on Apr 9, 2019
Transgender & Crossdressers

Author's note: This is mostly vanilla first-date stuff. The story starts out fairly extreme with BDSM, squirting, and fisting that's all SSC (Safe, Sane, and Consensual) but it turned out that her story was much more of a traditional "figuring things out" story of a transwoman, albeit an involuntary one. On that note, I am a cisgender male so if I got any of...

Spicy Story

by TexanBelgianCutie on Jul 17, 2019
Transsexual

Family Kyle had wildly mixed feelings when he saw his mom walking towards him. He kept his feelings to himself however and forced a big smile to welcome her back from the SpringWood Adult Mental Hospice. He had not seen her since he was child, yet he was glad to see she looked healthy and happy. “Hey Sara”, he grimaced, “How are you? Sara had spent the last...

Open in Reader

In Praise of Haitian Women Ch. 04

by Samuelx on Aug 27, 2019
Transgender & Crossdressers

Meet Giselle Lucien, a French Canadian Transgender woman living in the City of Ottawa, Ontario. Giselle is fairly active in LGBT circles and believes in fighting for justice and diversity. Born in the environs of Amos, Quebec, and raised in the Capital region of Canada, Giselle studied Women's and Gender Studies at the University of Ottawa, prior to working...