Chastity Trap Stories

19,658 results
Orientation
Length
Source
Infinite Scroll

Jesse's Story: A Woman's View Ch. 06

by boo_dreaux on Aug 31, 2017
Group Sex

This is Jesse's story; these will be her words, her thoughts, her emotions. My sole purpose is to present her story to the reader in a readable manner, in an accurate manner, with no editing by me. She made me promise to do this, as she asked, and I promised. I always keep my promises to Jess. Her Story Teri visits; Part I The phone call was from Teri an...

Couples Camp Ch. 10

by carnee on Aug 31, 2020
Loving Wives

Couples Camp Chapter 10 Brad was once again woken up by the morning alarm ringing off the walls of the dorm. He along with all the others scrambled around going through their morning routine and getting ready for gym class. "Hey Ten, how did your homework go last night?" His friend and former classmate Nine asked. "Uh well, I got promoted to third grade...

Couples Camp Ch. 07

by carnee on Aug 24, 2020
Erotic Couplings

Brad walked briskly to the old wooden doc. The rest of the class was already there mingling around, stretching and getting ready for class to begin when Brad noticed he was the only one still wearing the tan shorts they had begun the day with. Everyone else was wearing skimpy European style speedos that matched their bikini tops. It looked more like a bunch...

My Friend Ashley Ch. 06

by jealouscuck on Aug 6, 2019
Transgender & Crossdressers

The evening after Ashley and I showered together, she suggested that we start exploring herbal supplements. It came from her complimenting me on my girlish ways and didn't I wish I had breasts like hers. It progressed to the point that I admitted that I would love to have breasts. After hearing that, she told me about her limited research into the subject. I...

How to Sensually Dominate a Man

by missveronica on Jun 9, 2020
How To

When I began my Domme journey years ago, I wrote a how-to story about dominating a man. Since then, I've discovered I specifically prefer sensual domination while inflicting little to no pain. That isn't always what people think of with D/s, so I wanted to write another how-to about this type of dominance. I've explored my dominant side through reading, writ...

As Long as It Takes

by subchristopher on Jul 14, 2020
BDSM

I was already asleep when the phone rang. Looking at the name on the screen, my stomach dropped instantly, despite my excitement. I was suddenly wide awake, though I answered groggily. "Hello." "Good, you're there aren't you - I'll be there in fifteen minutes. Be ready." Call Ended. It wasn't really a question, the way she said it, but then why would it...

New Order, New Opportunity Pt. 01

by freddieclegg on Mar 17, 2020
BDSM

This story was originally posted some time ago but then deleted. I'm re-uploading it in response to the feed back to "Year One". It was the first New Order story that I wrote but takes place about eight years after my story "Year One". Chapter 1: Stop & Search "Identity card. Papers." The police officer peered through dark glasses at James Leonard as...

Miss Samantha's Guest

by Sissy_Desire on May 11, 2020
BDSM

After the last text from Miss Samantha, I've been waiting anxiously to see her again. After getting home that night a few weeks ago watching the video she sent and reading "See ya next time for some more fun, sweetie" I've been wondering what our next encounter has in store. A knock at the door snaps me out of my daydream. Opening the door I see a small bo...

Neighbourhood Terror to Sissy Pt. 20

by Fibaro on May 11, 2020
Transgender & Crossdressers

Chapter 22 Marcy woke up with a loud groan. Sleep had not come easy last night with how horny she had been, the fact that her butt had remained filled up, her sore throat and that chastity cage that seemed to hurt a lot more than it used to. On top of the difficulties falling asleep she was now woken up way too early. She had to since she was supposed to st...

Sailing Away Ch. 23

by Jasmyn_White on Jun 1, 2020
Fetish

Lacy, done with her recollection of the trio of BBC, asks, "what do you think?" "I think it went spectacularly well, and I'm glad you enjoyed so much." "Oh, I surely did my bitchboi. And I've got just the way to reward you. In a sense." I knew you had something afoot. "Let me see your cock, sweetie, I want to unlock you so you can shower." Doing as told...