Bald Mistress Chastity Stories

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Infinite Scroll

Letters to Michelle Ch. 01

by stevemike08066 on Oct 16, 2018
Letters & Transcripts

Dear Michelle, I hope it's ok that I email you like this, I found your email in the company database. You're a very sexy woman, and I'm not sure if you noticed me staring at you. I mean, I couldn't help it, seeing your ass in those jeans, I couldn't help it, and your breasts wrapped up in that sweater, I wouldn't mind having a couple of hours to worship...

Dearest Mistress

by TulipCharmer on Feb 13, 2018
BDSM

Author's Note: This is my first submission to lit, and I welcome any constructive feedback. This is an actual letter I wrote to share my thoughts and feelings with my Mistress when we had not been able to be together as much as we would've liked due to illness. Hope you enjoy. -T ***** My dearest Mistress, I pray that I am not overstepping, I just wanted...

Bunny Sucking

by Mediastar on Sep 17, 2017
BDSM

An unrealised fantasy Finally. After such a long wait. He was on Her leash and collared. For all to see. She was known in this club and had overseen many a spilt load and sadistic probing, whilst he had been 3000 miles away. He was so pleased that finally, inevitably, it was his turn. They had talked long and often about him being on her leash and he felt...

The Black Femdom Society Pt. 02

by Dunn81 on Aug 22, 2017
Fetish

The 47 big fat black woman told me to kneel in front of her to get upstairs. She slapped my ass so hard while I was trying to get upstairs. She told me to call her Mistress Monique from now on! Once upstairs I went to the room where I found another big black woman naked, she was taller than Monique but they really looked alike. The smell was bad in that room...

Pledge's Revenge Ch. 02

by Dazzle1 on May 21, 2019
BDSM

"Chad this is Pledge Amy." "How is my sex toy?" "Well and looking forward to later." Amy paused. "But there is a problem." "What's that?" "I have never done anal with a man." The football star laughed, "You are from the Midwest?" "Conservative town and all. But Babs had an idea." "Which is?" "She said you should teach me since you have such a big coc...

The Struggle Ch. 05b

by doberinca on Sep 14, 2017
Transsexuals & Crossdressers

Still innocent. The next morning it was business as usual, Michelle had some work to do as a notary, Helena had a meeting with the board of directors of one of her larger corporations and Marion was busy at her old home, which was on the market to be sold. As for Rob... Rob just walked with his dogs in the woods not far from the estate. He mused about the...

Modified Ch. 03

by KegRoller on Sep 12, 2017
Transsexuals & Crossdressers

Thanks to all that gave me feedback on the first two chapters, I appreciate the ideas, advice, and encouragement. I did incorporate some feedback where I was able. I hope you like this next chapter. KegRoller ***** Penny slowly opens her eyes. It's morning, by the look of it. She was having the craziest dream. This beautiful girl was leading her around ca...

Wanda's Story Ch. 21

by rpwilbur on Sep 19, 2017
Erotic Couplings

Wanda Catron needed to cum. She needed to cum badly. The dildo in her pussy was buzzing away at high speed. The slim jim vibrator in her ass was going, too. And the pussy on her face was cumming, its delicious flow smothering Wanda and upping her desires. But she could not cum yet. Her Mistress, Anne Franklin, had not said the word that would let Wanda Catr...

Training Slave Silk Ch. 7

by norma jeanne on Sep 12, 2017
BDSM

(This is a two part story. After you read this, please read silk's side of this part of her training. The name is Slave Silk's Diary, Ch 1. It is written by SilksHeart.) (Although the silk and diary stories go together, they are not written by the same person. The silk stories are written by norma jeanne. The diary stories by silk herself.) (Many thanks t...

The Choosing Ch. 06

by darcysweet on Sep 25, 2017
Erotic Horror

The Askel that Lady Vere spoke of was the same wicked blond man-boy who had accompanied her to my chambers. He grinned at the sight of me, all teeth and gums . His eyes skipped up and down my body, settling to ogle at my breasts, in that moment of naughty joy seemed far more boy than man. I could hardly blame him for looking. Hatha seemed determined to keep...