Strapon Chastity Stories

8,434 results
Orientation
Length
Source
Infinite Scroll

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...

More Domme Club: The Appointment

by NancyPan on Sep 26, 2017
Loving Wives

For this sequel to The Domme Club, I am switching the category from BDSM to Loving Wives. Seems that many of the stories in the BDSM category are more hard-core. And this story is about Loving Female Authority. As it is a sequel, the story is best read AFTER reading The Domme Club. Once again, all respectful feedback, as well as voting, is very much appr...

Mistress Cruel Love Ch. 02

by ChainedToAKeyboard on Sep 28, 2020
BDSM

Mistress Cruel Love Chapter 2 -- Total Commitment "Pookie, go fetch me a bag of apples." "Apples? What kind of apples?" "You know the kind. The good kind! Empire apples. None of those tasteless Cortland's or sour Granny Smiths. Good Empire apples from New York." "Baby, I don't even like apples." "Too bad, you're going to starting eating them. You're no...

Reformation on Couples Therapy

by Marriedkinkylife on Oct 10, 2018
Novels and Novellas

Authors note: This is a multi-part series following the sexual journey of two married couples, as they explore various fetishes and kink, including their own sexuality. Please read the story tags. You've been warned. * I was suddenly awoken from a deep sleep. The alarm hadn't gone off, yet. Fuzzy-headed, I started to sit up and as I was gathering my sense...

Tony and Alicia Celebrate Halloween

by Ice_Tease on Sep 16, 2017
Fetish

Author's note: The Tony and Alicia stories are more about experimentation between a loving couple than hard core stories in a certain category. If you are looking for a hard core crossdressing story this is not the one for you. If you want a story of a guy who will do anything for his girl to include dressing as a hooker and strapon sex then please enjoy it!...

Six 05

by ZTien on Sep 17, 2017
BDSM

My Dearest Mistress Cecelia: I behaved unforgivably in hesitating to follow your commands and showing undue empathy toward the slave in training, Six. I felt that I had been becoming a more confident domme, and offer as proof my confident retrieval and binding of the slave during transport, preparing him for punishment with the tranquilizer pill, and applyi...

Unexpected Encounter Pt. 01

by cddream on Mar 6, 2018
Fetish

It was a week night and I received a text from an ex girlfriend I haven't talked to in 2 years. I stared at my phone in surprise when I see her name pop up. My heart kinda skipped a beat and I opened the text anxiously. It was from Molly, she was the first girl I exposed myself to. She knew all my secrets and kinks from our past together. The text simply re...

The Life and Tines of Slave N Ch. 01

by Discordianknot on Sep 13, 2017
BDSM

My name is Lauren. Though when I'm at home, I usually answer to "Mistress Lauren," or just "Ma'am." I am a 39-year old woman. I owned my own successful real estate business - so successful I was able to semi-retire by my mid-30s and do quite well day trading and investing. I own and take full advantage of a live-in slave. Her name is N. She used to have anot...

Miss A's New Play Thing Pt. 04

by Pornenthusiest on Mar 2, 2020
BDSM

Recap: Miss A had just finished a luxurious bubble bath and was returning to her slave who was chastised and gagged with her pantie hose and a ball gag, with Miss A's wetted panties draped over his nose. Locked away in her dungeon, after an arduous breath control play session, her slave was spread wide at the ankles with a spreader bar, bent at the waist wi...

Integration Ch. 04: Release

by takingitupthechutney on Jun 8, 2020
BDSM

Gavin knocked on Donna's front door. It had been 2 weeks since she'd locked his penis up and he was absolutely gagging for it. He had hoped that she was going to unlock him at last week's date night, but she wanted to show him who's boss; deciding to leave him locked. Donna opened the door, giving him a massive snog, they'd barely seen each other since las...