Spiked Chastity Stories

12,888 results
Orientation
Length
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Infinite Scroll

Loraine's Self Bondage Re-Creation

by loraineveritas on Mar 12, 2019
BDSM

The following is my re-creation of an event that happened a few years ago. I had been a sissy slave to Mistress Marie for over 2 decades during which I become a totally submissive slave to Her every desire. I think of Her often as She has passed now. While doing Self-Bondage activities shortly following Her passing my wild imagination conjures up the Mistres...

Three Tests

by Switch90 on Sep 25, 2017
BDSM

Like all of my stories, this was originally an email to my wife. Hope you enjoy how I get out my sexual frustrations. ***** I'm on my knees, naked accept for my chastity device and a collar around my neck. You're wearing knee high boots, black panties, and a corset. It's Friday night and you told me that if I was good this weekend I'd get a chance to cum....

Smoking Mistress Ch. 03

by fetishstories07 on Sep 12, 2017
Fetish

Third part of the "Smoking Mistress" series. Story can be read alone but is enhanced if parts 1 & 2 are read first. ***** Exhausted and defeated i fell into a troubled sleep, cuffed and blindfolded with my mistress, Christina's filthy panties. In my own apartment she had dominated me by way of suffocation and sexual torment. She had won what she had wanted...

Chastity Mansion Ch. 01

by Shavvy3100 on Sep 25, 2017
BDSM

Headache... It's cold in here... Am I lying on the floor? Bright light... Can't see a thing, everything is blurred... High heels clacking on the floor... Must be Eve... Did I pass out? "Eve, honey what happened?" "Ah, you finally woke up. Welcome to Chastity Mansion! How does the cage feel?" Am I awake? Can't be, I must still be dreaming. I'm in a room fu...

Mommy's Caged Boy Toy

by milkydreaming51 on Sep 18, 2018
BDSM

This may be the best story I've ever written yet. Please comment and rate. I want to know what was good about it and what I can improve. Thank you now enjoy! ***** It's been 4 months since I fell in love with my new domme, Miesha. I was at the time a horny, broke, 18 year old college student and she was a 41 year old divorced woman with no kids. We natural...

The Moral Slavery Ammendment

by Vslave on Mar 30, 2020
BDSM

Eve and I opened our manila envelopes. The 32 amendment was set to go into effect at midnight, and now we would figure out what end we would be on. The night before we had hastily married two nights before, to ensure that whichever way it went, we would not be split up. I read mine first. "Congratulations Mark Smith, you have been selected as a slave...." I...

Sissy Girl Forever Pt. 01

by sissymissyct on Sep 18, 2017
Transsexuals & Crossdressers

The call from Mistress Andrea made my day. I hadn't seen her for over a week and was looking forward to playing with her & having my chastity finally removed. You should know that Mistress and I have known each other for many years and have I always enjoyed being her sissy sub. Lately she has been training me to be more feminine in appearance. I have been r...

The Pantysissy Diaries Ch. 03

by JPantyboyVSL on Apr 23, 2019
Transgender & Crossdressers

This is a 3rd person fiction story about my fantasies of being a Pantysissy. All characters in this story are made up, and are all over the ages of 18. To better follow this story read The Pantysissy Diaries Chapters 1 and 2 before reading chapter 3. ***** It was nighttime in NYC, and Jaymie and her 6 Mistresses had just left their apartment to head to Vic...

Letter from Turkey Thicket

by justincbenedict on Sep 15, 2017
BDSM

Dear Shoeblossom... Inspired by Grant and Lyla's "Letter from Fritters, Alabama" I send you this! I bade Vince good night, kissing him on the cheek. Vince looked a bit dazed. "Troyce, you don't have to end it here. Your husband is clearly not what you want...you like me, right?" It was hard for him, my sudden distance, since my tongue had been plunging i...

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...