Mistress Chastity Stories

31,125 results
Orientation
Length
Source
Infinite Scroll

Lulu Exposed

by lulu_dools on Apr 25, 2018
Transsexuals & Crossdressers

My name is Louis and i'm 35 years old. I am just a normal guy with an average build and really long brown curly hair. I like a beer on the weekends when i am watching the footy, used to smoke weed but have grown out of that except for the odd occasion. Every once in a while i also like to have a line of speed and this is where my problem started. You see, w...

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...

Letter From Topeka

by justincbenedict on Sep 17, 2017
BDSM

Dear Shoeblossom: I come home from work, pulling up in my BMW Z4 Roadster, and the gardener greets me respectfully "Mr. Wegg, how are you?" I grin at him. Yes, Palmer Wegg is a hot shot in this thriving Midwestern city... and when I go in the house I am pleased to see my pretty wife Zenobia relaxing on the divan. "Hello, Pom." She greets me, smiling. Z...

Scene from a Dinner Party

by MaidinChelsea on Sep 15, 2017
BDSM

I lean sensually over the table as I serve their starters and I see Alison's eyes flick admiringly toward my chest, "Goodness, are those real?" she says. "Well, yes and no," my Mistress giggles, "They're certainly attached. Polly, show my guests your new 34Cs." I feel a heat wash over my cheeks but know better than to hesitate. I reach around and pull the...

Jake's Videos

by ChristopherDB on Sep 17, 2017
BDSM

Jake had just gotten home from work late Friday afternoon. He would only have a few hours before it was time to go out and play with his band at Neon's. Michael, the drummer, also booked the band and had been trying to get them into Neon's for a long time. Since it was such a popular nightspot, all the local bands were trying to get in. Despite the competiti...

Conditioning of a Scat Slave Pt. 02

by subtlesurrender on Sep 19, 2017
Fetish

Part 2 - An Odd Preparation According to Google Maps, Claudia was somewhere in rural England; about 5 minutes from Mistress Eva's farm. January 23 was finally here. Three trains from central London to her final medium of transport; an old bus. Each time it hit a bump on the poorly maintained country road it exacerbated Claudia's feeling of anxiety. Hers was...

Greg's Surprise Ch. 02

by SensualCurves on Sep 14, 2017
Fetish

(This is a continuation of a short story which was submitted to Literotica some time ago. Following a large reader feedback requesting further adventures of Greg and his Mistress Sasha, their story continues. If reading my work for the first time, this author respectfully suggests you read Part 1 first.) * Warm summer sunshine filtered through the bedroom...

The Dominatrix Order Pt. 03 Ch. 02 - SPH

by Jwwsmith on Feb 25, 2019
BDSM

Daniel arrived at the gates of Femininus on a numbingly calm and mild morning. He had written in his most recent letter that he would be arriving that day. He came dressed in his white dress shirt and black slacks. He was made to wait for nearly an hour upon his arrival. As he waited, he listened to the faint sounds of the goings on of the city just beyond t...

Arcadia Castle Ch. 10

by Hal1031 on Nov 12, 2019
BDSM

Chapter 10: Edged in the Dungeon 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 tugged the paper johnny tight around my waist as I attempted to walk normally with the hunk of metal between my legs. It was no use. And the damn johnny didn't be...

Ms. Alexandria - Interview No. 02 Pt. 02

by gasissynora on Dec 3, 2019
Transgender & Crossdressers

This is the third part of the Ms. Alexandria series and part two of The Second Interview. I believe it will stand alone, but will make more sense if you read the earlier parts of the story, particularly Part 2a. This part starts with the last paragraph of the previous part. Ms. Alexandria: The Second Interview -- A day out. Part 2b Mistress walks up behind...