Maid Chastity Stories

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Orientation
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Infinite Scroll

The Spirit of Lady Macbeth Pt. 07

by alyssawinters on Oct 19, 2020
Transgender & Crossdressers

The campus still empty for holiday Tracy his backpack replaced with a catch-all purse walked across the quad gripping the strap looking to kill some time reading before returning to home and Mistress Lisbeth. Spotting the couch in the near empty coffee house he planted down in the middle of it ready to open his book of Shakespeare's 'the Tempest'. Nervous...

Chaste (A One Week Chronicles Story)

by Louise69 on Sep 16, 2017
Transsexuals & Crossdressers

This is probably the darkest of the One Week Chronicles story - Part 2 certainly is! - but I enjoy trying to find new ways to write and explore characters. I'll be very interested to know your thoughts on this one as it's probably the furthest from me, but was still huge fun to explore. As ever, it slots perfectly into the timeline and happens before the v...

Mommy Adriana, I Will Obey You

by Gretatv on Sep 13, 2017
Transsexuals & Crossdressers

Dear Readers, since I am open to suggestions from now on I will start my stories with a recap of what has happened before. * Finally we were on our way home. Interestingly neither Mommy Adriana nor Mistress Andrea had cuffed or gagged me. So I just sat in the back of our car. During the short drive I had some time to think about what had happened in the p...

Chasity Woodworth Pt. 01

by robynkinsey95 on Dec 11, 2017
BDSM

I parked my pontiac at the end of the curved driveway just inside the open, iron wrought gates of the estate. The edifice was sickeningly lavish, I could not help noticing, approaching the multi-storied residence with an overwhelming sense of dread and anxiety, but I figured this must only be its pomp and beauty. There had always been something terrifying ab...

A Locksmithing Emergency

by PapaPalpatine on Jun 26, 2019
BDSM

It was Sunday evening, I sat on my couch watching Netflix and enjoying a frosty mug of beer. That's when I heard a ringing from the kitchen counter. It was the cellphone I used for business, so I hopped up and answered on the double. "Jake's Locksmithing and Security System Installation, Jake speaking." "Hi Jake, it's Bob." It was my brother, who lived out...

The Captive Prince

by PrinceCai on Apr 3, 2020
Fantasy

Marcus was reading in bed when his kingdom fell. It was over an hour past his bedtime, but the young prince wanted to stay up and finish his book by candelight. It was way too exciting a story to put down, all about a brave and noble lady knight who saved a peasant boy from the clutches of an evil sorceress. He had his heart in his mouth at the thrilling act...

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My Teasing Hotwife Ch. 03

by footslave85 on Mar 25, 2019
Fetish

Part three - the dreaded choice My wife and Mistress is now dressed beautifully and ready for a fancy meal and a few cocktails at a rather expensive restaurant and bar. I met my wife in our spare bedroom where I immediately see what has been laid out on the bed. There are two outfits, one is my nicest blue suit with a new shirt and tie that my wife has obv...

Risky Bet

by blackhand on Oct 25, 2017
BDSM

In a quiet part of town, there is a place where someone can go and gamble where the rules are different. It might be very well known, or it's existence and rules might be arcane and secret. It might be a sprawling casino, a hole in the wall gambling den, a race track, or perhaps something else. All that remains constant is one simple fact. When someone goes...

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My Story of Degradation Ch. 02

by Philippasubmaid on Sep 5, 2018
Transsexuals & Crossdressers

This story involves BDSM and crossdressing, change of lifestyle and full submission both mentally and physically. If this is not for you feel free to read elsewhere, please. As I sat there sipping my coffee, I thought about our brief email exchanges, I still knew nothing about her, and I realised that I was very nervous, how should I address her, was I goin...

Letter from Thomas Circle

by justincbenedict on Dec 3, 2019
Anal

Dear Shoeblossom Mistress Spurs is the most imaginative dominant I've ever known. I have been with various Masters, Mistresses, Dominas and Goddesses throughout Europe, Saudi Arabia and these United States, and except for one I met in Gstaad, there's never been one quite like Spurs. Spurs is only about five foot one, but she has ample breasts and fire-engi...