Chastity Trans Stories

8,649 results
Orientation
Length
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Infinite Scroll

Working Out Issues Ch. 11

by blake1 on Dec 30, 2019
Transgender & Crossdressers

"You're so good with your fingers," I cooed. Cara smirked, "Yeah. It comes with the territory." She continued plucking away at her bass. Her fingers danced confidently up and down the fretboard as she played, filling the store with deep rhythmic music. I watched her in awe. We had been going out for almost three weeks but it was still hard to get over jus...

Transvixen Tranny Rock Band Ch. 05

by MicheleNylons on Sep 15, 2017
Transsexuals & Crossdressers

Chapter Five: Panti Pops Her Top Cherri had no intention of going to lunch. She read the contract on the bus on the way back to Debenhams and did some mental math. If Wendy was right about the band's success Michelle Murphy could set herself up in her own right. She could move out of home and live full time transgendered until she decided how far she intend...

Made to Obey Ch. 08

by madetoobey on Jul 29, 2019
Transgender & Crossdressers

Reprise: I'd been caught wearing my Sister-in-law's underwear and jerking off to shemale porn by wife (Ruth), Sister-in-law (Esther) and their mother (Donna). Ruth, as a part of my punishment, was setting me tasks until Esther (who'd taken my laptop and mobile phone) could verify I'd never visited such sites before. I'd been forced into a chastity cage and m...

Leftovers

by LittleBrain on Dec 3, 2019
Romance

I decided to put this in its correct category. Chapter 1 At the age of nearly 30 I would have preferred not to bring a stranger into my house to live on a semi-permanent basis but unfortunately it was a case of 'needs must'. My ex-girlfriend (I would like to point out that she was not 'ex' at the time that we did the deed as that would have been too stupi...

Fetish Factory

by shawnavinyltv on Feb 25, 2019
Transgender & Crossdressers

I feel this story needs a quick intro. This was inspired by one of the first pieces of erotic fiction I ever read, The Factory by Tr_Veller. It's a similar story, but it's with a genetic girl and not as much sex, still it was an amazing piece. I tried reaching out for permission to basically borrow the idea and take a trans spin on it, but haven't heard back...

Lost Empire Ch. 23

by Pars001 on Sep 14, 2017
Non-Erotic

Cold, it was deadly cold, shivering the man tried to move but found that almost every bone in his body was broken or fractured. Reaching in he began to use his training to deaden almost all the pain, then began to painstakingly drag his body to the escape capsule. A small smile briefly crossed his lips, that bastard was going to pay dearly for what he'd done...

Magic Dress - Felicity Pt. 03

by SlightlyRude on Apr 9, 2019
Transgender & Crossdressers

CHAPTER 5 We did some limited practice going out as Felicity. One time we went to a multi-storey car park after the adjacent shopping centre had closed and went to higher floor where there were very few people. I walked around in high heels backwards and forwards to the payment machine at the other end of where we had parked. One car came down from a higher...

The New Lodger Ch. 02

by BmthAdmirer on Sep 16, 2017
Transsexuals & Crossdressers

For some weeks Marc and me constantly headed up the town on the pull for guys mostly but to my surprise Marc had been interested in my Trans partner and how we met and of course my other Trans friends that were always out and about in the pubs and clubs of our home town. It wasn't until late one night after a drinking session with friends and no sign of a s...

Not Exactly Shared

by glory_first on Sep 17, 2017
Loving Wives

(This story is generally fictional, though a variety of details are true - especially those that were photographed) Saturday morning, stroking as my wife flicked my nipple, already surprisingly horny after unexpectedly running across some trans porn at a follower's own tumblr. Surprisingly sexy trans porn, hard cock action in simple settings. The sense o...

Lost Empire Ch. 37

by Pars001 on Sep 15, 2017
Non-Erotic

Johnathon Hartwell and Derrick O'Toma were on the exercise mat facing each other. Lucie Hartwell, Shelby, Mary 2, and 1 were all standing on the side. A worried look was on Lucie's face. "Why can't you stop them? This is complete insanity! They could kill each other! Mary you have to prevent this!" Lucie was pleading with Mary. "Under mandates, rules and o...