Doctor Chastity Stories

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Made to Obey Ch. 04

by madetoobey on Jun 24, 2019
Transgender & Crossdressers

Reprise: I'd been caught wearing my Sister-in-law's underwear and jerking off to a shemale porn site 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 cag...

Prison Made Me a Better Man Ch. 01

by Cuckyboy3 on Jan 7, 2020
Fetish

Chapter 1 - Going to Prison I looked at my calendar to see that I had a doctor's appointment today. It was with some new doctor in the city. My wife, Linda, set it up for me a month ago under the pretense of a 'joint health checkup'. It turned out that this Dr. Fleming was a well-known female sex therapist who had a great reputation for helping couples impr...

Chastity Hospital (chastity story)

by DanLockered on Sep 17, 2017
Fetish

It was one of those weekends. I had fallen on ice. I thought it was nothing but the pain wouldn't stop on Monday morning despite what I used to calm it. So I went to the hospital. "Mr Dan to the plaster room please you have broken your arm." Off I went to the plaster room. And waited my turn. "Mr Dan please." I was faced with 2 lovely nurses. I undresse...

Arcadia Castle Ch. 09

by Hal1031 on Jun 26, 2019
BDSM

Chapter 9: A Visit to Dr. Chastity Each of the chapters in this series may be enjoyed as standalone stories, but the events and characters are richer within the context of the whole story. ------- I was startled to find Cole stretched out on my lounger the next morning, his intense gaze trained on me as I attempted to stir myself awake. "That's a lit...

Star Wars: Imperial Prostitute Ch. 02

by HandcuffGirl on Oct 13, 2020
Celebrities & Fan Fiction

Authoress's notes: The following story takes place soon after the conclusion of Legacy of the Force. This is the 10th Star Wars story that I have written. Please read and enjoy all of my stories, and vote me a five! Also, please leave me feedback, public or via email. Star Wars: Imperial Prostitute SX-51412 Chapter 2 of 8 Three minutes later, she was stan...

An Obsession

by Marcus_Cicero on Jul 30, 2019
Transgender & Crossdressers

It would have been after that documentary. The one with a feature on online dominance-submission relationships on Fetlife. Because before that moment in time life had been so vanilla. Marcus had been queer and had had a boyfriend or two... or three since turning 18. Well, hell, he'd been to the bathhouses since turning 20. He'd even gone as far as to create...

The Imprint

by thomas_dean on Aug 31, 2020
Exhibitionist & Voyeur

Editor's note: this story contains scenes of incest or incest content. ***** From my visit downstate to Father's house over the Christmas holidays, I ended up taking my brother Josh, a recent law grad, back to capital land with me. I knew my first day back would be hectic. But first, I had to dispose of a problem, my brother Josh I had been saddled with...

Duncan Gets Engaged

by justincbenedict on Sep 12, 2018
BDSM

Duncan Lipscomb looked at Wren Johnson sadly. He really wanted her to marry him one day, but he kept pissing her off. And she looked very annoyed now. Wren was reclining on the bed, gazing fixedly at her Ipad. "Wren, please." Duncan begged. Wren looked over at Duncan, cocking her head. God she looked so cute in that body stocking. It was worth every penny...

Feminizing First Step Ch. 03

by antares34 on Oct 21, 2019
Transgender & Crossdressers

(All characters are age 18+) *** I felt like I was losing control. My body and mind were becoming less and less masculine with every passing day. And I was secretly ENJOYING it. I couldn't help myself. Every time I looked in the mirror, I found myself loving the ever-changing reflection. First, my dyed pixie haircut. Then, my bikinis. Then, my nose, ear, a...

Mistress Treva Wins Again

by justincbenedict on May 29, 2018
BDSM

Dr. Shepherdson Grangerford milled about at the fundraiser, his adoring wife, Treva by him, the ultimate arm candy even after all these years. A balding, chubby fellow came up, grabbing Shep's hand. "Dr. Grangerford, everyone is so pleased that you made the fundraiser, and that you'll be heading up the Ophthalmological Wing. We probably couldn't have gotten...