Chastity Teacher Stories

31,037 results
Orientation
Length
Source
Infinite Scroll

The Wedding Ch. 04

by betamale08 on Mar 30, 2020
Transgender & Crossdressers

The Wedding (Patti Cake part 3) Chapter 4 -- Teaching, Teasing and Testimonials... I was a little stunned and leery after reading my version of this contract which wasn't all that different from Patti's... From changing my name to rescinding my rights to wear male clothing while in the employment of Darren and Carol -- or Ma'am and Sir, and also, not to f...

Evil Slut Bride Ch. 02

by PeterOmez on Sep 12, 2017
Loving Wives

My mom was hesitant to let a new friend she didn't even know be a bridesmaid, but I finally convinced her, provided she could find another groomsman, too. She said she'd discuss that with Davey. So after talking with Mom, I asked Jenna if I could call Davey about it, and promised to keep licking her pussy during that phone call, too. Needless to say, she lov...

Letter From Shana

by JamesxPendergrass on Sep 13, 2017
BDSM

Letter From Shana By James Pendergrass – Copyright James X. Pendergrass 2012 Hello, My name is Shana. I'm a 32-year-old, happily married suburban woman. This is the story of how my marriage came to be the way it is. Let's start with the basics. I come from an upper middle class family. I'm white, hold a master's degree, and am a marketing director at a...

My Wife helped Me Become a Girl

by TammyPanty on Apr 18, 2018
Transsexuals & Crossdressers

Editor's note: this story contains scenes of incest or incest content. ***** It's embarrassing to admit, but I was 25 years old the first time I had male/female sexual intercourse. My virginity was lost on my wedding night to my wife. My wife is almost ten years older than I am. She really liked the fact that I had a history of wearing lingerie and that...

Denial Ch. 01

by Conquered on Sep 25, 2017
BDSM

I don't believe that there's a man reading this who has been symbolically castrated as thoroughly as I. What began as virtually a sexless marriage for my wife and I, has remained a sexless marriage, but changed drastically in nature. In effect, my wife took a passive withholding of sex and turned it into an active withholding with female domination as the we...

Cock Cage Contest - Expanded

by JrBlueBalls on Nov 16, 2020
Loving Wives

I received your email inviting your product users to join your contest to write essays about our experiences with your product, with the chance of winning a new cock cage. About five years ago, as a new bride, my wife bought me your "Put a Ring on It" metal cock cage. Here is our essay for your contest. Hi, My wife is female dominant and so fun about it. S...

How I Became a Chastized Cuckold Ch. 04

by gizzard on Sep 19, 2017
Loving Wives

**Warning** This fantasy story series contains or will contain elements of Male Chastity, Orgasm Denial, Female Domination, Cuckolding, Interracial Sex, Bi-sexual Innuendo and Tendencies, Teasing, and BDSM Activities. If any of these topics are offensive you to, I recommend not reading. * It was a few days before she allowed me to use the rubber black cock...

One of the Girls

by Erotictales4u on Sep 26, 2017
Transsexuals & Crossdressers

All characters in this story are over 21 years old. This is a fictional fantasy that contains elements of both femdom and the transsexual/cross-dressers niche. This is my first attempt at a story so go easy. ***** I couldn't believe my situation. I had signed up for porn, but I had not signed up for this. I was standing naked in the dressing room and the c...

My Old Guy Ch. 04

by anonentity on Sep 17, 2017
Mature

Chapter 04 Lusty, loving, little Tasty Tasha. "Dear Mister Old Guy, I just want to remember it forever ... my first real fuck ... with YOU! And giving me the Teddy Bear was a nice touch. It made me giggle and took me back in time to when I was a tiny teeny. I know you adore your sweet little girl. I can see it in your face every time you look at me. Miss...

Lady Connie Ch. 01

by Snowkemper on Sep 25, 2017
BDSM

Author's note-I've submitted two series of stories to this site, and both have been dark, violent and frankly pretty unpleasant. I wanted to write a BDSM story with people that were happy, content with their roles and getting what they wanted. This is the result. Feedback, votes and comments are always greatly appreciated-even negatives! ***** JIM closed h...