Chastity Prostate Stories

15,547 results
Orientation
Length
Source
Infinite Scroll

Caught Out, Made Over

by TanyaCc on Oct 5, 2020
Transgender & Crossdressers

It had finally happened. To be honest, I shouldn't have been that surprised. But here I was, dressed in my favourite sissy school gurl outfit, heels on, lipstick, wig and chastity cage in place, bent over the kitchen bench, getting reamed to the hilt by an 11 inch dildo on the end of my own fucking machine. I had cum dripping down my thighs, moans and groans...

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...

Husband in Training Ch. 02

by Freakboy80 on Sep 15, 2017
BDSM

The next morning, before she left for work, she left a list of chores for him to complete before she got home. The list included doing the laundry and picking up the dry cleaning. "I expect these done when I get home from work!" She put at the bottom of the note. When she arrived home, she saw him sitting on the couch as usual, but this time he wasn't watch...

The Visit Ch. 02

by stateofdenial on Sep 15, 2017
Fetish

It was all his fault. All he had to do was pick a female from his phone contacts and have them call his Mistress. He missed the deadline and in turn his Mistress used his email account to send a message to his doctor asking her to see him due to his concerns over locking himself in chastity and practicing orgasm denial for extended periods of time. Althoug...

Mommy's Gentlest Touch

by milkydreaming51 on Oct 30, 2018
Erotic Couplings

I make my way exhaustedly into the house. It's been a long day at college classes and things aren't getting much better for me below the belt. I stumble into the living room, dropping my bag as I do, and kicking my shoes off. That's when I see a woman waiting on the couch with her legs crossed staring directly at me. She's Columbian, average height, not sk...

Shopping and Sucking

by Subkoksukr4u on Mar 2, 2020
Fetish

Matt was in the kitchen as usual preparing breakfast. He'd been instructed to prepare all the meals according to a specific menu plan each day. He finished the sauce for the eggs Benedict got on his knees and waited. He was wearing frilly pink crotchless panties and a matching bra, his bright pink CB 6000xs chastity device was barely peeking out between...

Husband's Transformation Ch. 02

by Prematurelimphubby on Jul 3, 2019
Transgender & Crossdressers

Brett woke up the next day with the sun shining in through their bedroom noticing his wife wasn't in the room with him. He stepped out of bed, put his panties from last night on and walked downstairs for coffee. He saw a note on the counter. "Good morning Britt, I had to run and get a few things from the office. I should be home soon. Take a relaxing ba...

Sailing Away Ch. 03

by Jasmyn_White on Jan 21, 2020
Fetish

Chapter 3 - the interview Lacy started reading a book she'd wanted to explore for a while, and I wanted a little time topside, so she allowed me to get dressed (shorts, t-shirt, lace thong underwear - can't have everything 'normal'). I sat on the foredeck for a bit, just looking at the maritime traffic, the coast, and enjoying the sun. Having had time in...

Blue Balls

by Renaissanceangel on May 12, 2020
BDSM

My husband's blue balls are progressing nicely. I haven't permitted him to ejaculate for 41 days now, since we switched roles, making me the dominant and him the slave. His testicles are distended with their load, hanging heavy and hard in my hand. I give them another hard squeeze for a few seconds, eliciting a moan from the man to whom they are attached....

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...