Doctor Chastity Stories

36,908 results
Orientation
Length
Source
Infinite Scroll

Creamy Island Ch. 21

by AsheramL on Mar 12, 2018
Novels and Novellas

Chapter 21: Aftermath A chime from overhead, "Processing complete." The doctor looked at her two subjects as a few techs began removing the many different connections. It was morning, and she had played with Sara for a few hours before heading off to bed herself. She made sure that she was there when the allotted time was up. There was a pool of different...

The Visit Ch. 02

by stateofdenial on Sep 15, 2017
Fetish

It was all his fault. All he had to do was pick a female from his phone contacts and have them call his Mistress. He missed the deadline and in turn his Mistress used his email account to send a message to his doctor asking her to see him due to his concerns over locking himself in chastity and practicing orgasm denial for extended periods of time. Althoug...

Helen Ch. 09

by Philippasubmaid on May 2, 2018
Transsexuals & Crossdressers

This story is a graphic tale of a Dom and his very submissive transgendered male. If you are offended by tales of BDSM and sex between consenting adults then read no further ......... other wise enjoy It is best if read with previous chapters. Feel free to leave honest comments or suggestions, it really does encourage those of us who write to continue......

Humiliation Journey The Beginning

by Subkoksukr4u on Jul 16, 2019
Transgender & Crossdressers

It felt like a bad dream. My body was sore from been used by the staff. seems like I'd been fucked constantly the past 24 hours. I was getting used to my large breast implants now, however, the cage on my new huge penis prevented erections but kept me aroused and dripping pre-cum. Madeline arrived and entered my room arm in arm with the doctor. I noticed...

She has a Good Living!

by justincbenedict on Sep 24, 2019
BDSM

They called Dr.Tambellini, the head of Pulmonolgy at Buttermilk General "Tambo" the nickname of his youth,. He'd been called this when he'd played stoopball with his friends in the tenements of Angel's Alley, just a shade economically more prosperous than the denizens of the Buttermilk Narrows. Tambo was not pretentious; he considered much of his economica...

Humiliation Journey Never Ends

by Subkoksukr4u on Jun 25, 2019
Transgender & Crossdressers

Here I am once again looking up into the eyes of my tormentor, my superior in every way, especially his cock, 10 1/2 inches to be exact. I know because when I first met him he made me measure it with a ruler. He made me measure mine too. I was embarrassed, humiliated and shamed for being so small. It hasn't been called a penis or anything remotely masculin...

The Planted Seed Pt. 06

by Miguel59 on Oct 30, 2018
Fetish

I noticed as she returned the key to its home, nestled between her breasts, out of sight under her blouse, her breasts seemed much fuller than I remembered. I looked down and spotted what certainly appeared to be a baby bump. "Are you expecting?" I asked. "Yes," she answered before looking around, "We haven't told anyone." My curiosity made me ask, "Why n...

Reformatory Girls Ch. 05

by escalus on Sep 15, 2017
Fetish

Abigail Morgan wants to die. Quite literally: she wants to die. Abi is in pain: her legs and thighs hurt and her bottom hurts. She cannot so much as turn over in bed without pain searing though her. And she is frightened. The looks she has received from girls such as Donna May and Ruth Bowers have left her in no doubt: sooner or later another ordeal is comi...

Summer in Chastity

by denny_micum on Aug 26, 2019
BDSM

Summer laid on her bed. She was only three days past her high school graduation but already feeling the boredom from summer creep in. It was a rainy day, and none of her friends were around to hang out. Her parents were gone, and no one else was in the house. As she laid in bed, her skirt gently slid down her legs. Suddenly the mood struck her. As one hand...

Made to Obey Ch. 05

by madetoobey on Jul 2, 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...