Spiked Chastity Stories

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Simon’s Sluts

by Ellyce on Sep 16, 2017
Transsexuals & Crossdressers

Chapter One – Wake Up Call The alarm went off and I groped for the "snooze" switch out of habit. Then I remembered that I had day maid duty today and sleepily rolled out of bed. Wandering into the bathroom, I pulled the shortie nightgown over my head and observed myself in the full-length mirror starting at my red-painted toenails. My gaze wandered up my sh...

Soames's Submissives: Devon

by justincbenedict on Sep 17, 2017
BDSM

Devon Hastings opened the door to his house, and there was Austine! All that ash blonde hair... Her ready smile, and an old fashioned Seventies striped tube dress with the breasts bouncing merrily within. "Hey, Dev, how's it going?" Austine kissed Dev's cheek, and walked past him into his living room. She turned around expectantly, and Dev opened his walle...

A Slave's Journey Ch. 03 - New Recruits

by punishedone on Dec 10, 2019
BDSM

As the light from the door floods the room in blinding white light signaling Mistress return. Her voluptuous outline in the door frame as she eagerly approaches. I hear the clicking of her spiked heels as she steps. The door closes and my eyes are adjusting to see my Goddess in her attire for the evening. It is fairly warm in the room which prevents the nake...

Jerry becomes Jill Pt. 05: July 4th

by gasissynora on Apr 27, 2020
Transgender & Crossdressers

Jerry becomes Jill: Part 5: July 4th Week End This is the fifth part of my story about how I became Jill. After having started female hormones, Jill is introduced to group play by Mistress Rikki. The Fourth of July is on Monday and that Thursday evening at dinner Mistress gives me some information about the holiday weekend. She says, "Tomorrow you are done...

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...

Under His Thumb Ch. 04

by Nikita_writer on Sep 16, 2017
BDSM

The Piercing Kiffer, accompanied by Neal, took Lindsay to an examination room. On one wall, there was a collage of enema bags in every shape and color, each hanging on its own hook. The counter top had an open box of latex gloves, electric paddles, stainless steel speculums in an array of sizes, and a tray of smaller instruments resting on a metal cart. Fea...

Carl & Chastity: 3rd Date

by Ninjafish on Sep 14, 2017
Erotic Couplings

Carl and Chastity spoke for over an hour once they were both home, the cinema, dinner and alleyway activities clearly had not been enough for either of them. Carl had made the phone call, but secretly Chastity was already planning on doing the same thing but had just been beaten to the punch. There was a spark between them that caused butterflies to dance e...

My Male Bitch

by kandie on Sep 17, 2017
BDSM

Author's note: This is the revised version because I am human and did not see a lot of errors in the part one of this story after it posted. I combined the two parts into one, enjoy. * Meet forty-year-old Cindy. She stands five foot tall and is a petite raven-haired beauty with piercing blue eyes. She has a clean-shaven pussy and 38D tits, the envy of many...

Transgender Avis's Incredible Power

by justincbenedict on Jul 4, 2018
Transsexuals & Crossdressers

Skokie, Illinois, 2009 Aiken Aycock was sad to be losing her brother Aiden to the operation. He was a great guy, but he gave Aiken the beatings and torture she needed. But he'd finally gotten the money to do the big change. Aiken had really enjoyed supporting Aiden, letting him live in her apartment...stripping naked when she got home, and taking a few fro...

Into Chastity

by PamperedDiva on Sep 25, 2017
BDSM

Well, my poor hubby has really struggled this week, as I've insisted that he stop his masturbation habit completely, or face the consequences. We had sex on the Saturday, so by last Tuesday he was climbing the walls with frustration, so I offered to give him some hand relief if he will promise not to cum again until Saturday. He agreed, but I told him he'd...