Chastity Prostate Stories

15,547 results
Orientation
Length
Source
Infinite Scroll

The Visitor Ch. 02

by RobertoTropical on Sep 18, 2017
BDSM

Later that afternoon I found myself securely spread-eagled face-down on our bed with my mid-section raised by three pillows. As the two of them were tying me down, M. asked Emma if she wouldn't mind removing the giant steel butt plug. "Won't he feel empty and denied if we take that pleasure away from him," Emma asked. "You need for him to get something out...

Playing Pregnant

by theonewhowas on Sep 16, 2017
Transsexuals & Crossdressers

I'm a sissy. I used to be a femboi, then I was a crossdresser, and now I'm a sissy. The main difference between the crossdresser and sissy phases was the attitude; before I was a guy doing this for fun and to be admired, sexually – to confuse straight and gay boys alike. But now, as a sissy, I was devoted firstly to my master and love, Noah, and secondly to...

A Slave Meets his Goddess

by atrickofthelight on Sep 17, 2017
BDSM

He awoke from his long nap when the plane touched down, and felt his stomach tingle. It wasn't from the landing, though: after several months of chatting with his Goddess, today was the day he would meet Her. He shifted in his seat, the butt-plug becoming uncomfortable after several hours' wear, and waited impatiently for the plane to taxi to the walkway whi...

Chastity Resort Pt. 06

by handyrandy9 on Sep 25, 2017
Fetish

This is a continuation of a multi-part story. If you don't start with part #1, none of this will make sense. ***** I awoke to what felt like something poking into my lower stomach area. As I groggily opened my eyes it took me a moment to figure out what was happening. My wife was kneeling on the bed beside me, leaning over my--oh shit!! I had forgotten I...

Erin Ch. 06: A Proper Milking

by Graves94 on Jan 21, 2020
BDSM

{Note: This is the sixth in a multi-part story series describing the evolving relationship of a woman who provides leadership and discipline for her husband. Each installment can stand alone, but they read much better if you start at the beginning. Go to: Erin Ch. 01 - Female led Relationship. JQGraves} ******** Erin has me on a once-a-month schedule for...

A Changing Dynamic

by DingoSphingo on Feb 4, 2020
BDSM

I was where I was supposed to be, kneeling by the bed, when I heard the lock being turned and laughter from the main door. A warm heat of embarrassment ran through me when I realised there were two voices, just as my girlfriend had said there would be. My legs shuffled restlessly as I forgot about the aching both from my knees and from my caged, moist cock b...

Stallion Treatment Ch. 02

by Buffwriter on Sep 14, 2017
Sci-Fi & Fantasy

Examination Nate stood up slowly. While naked around each other with ease, most men in our habitat of the city were a little awkward about getting nude in front of new women. It was a social quirk of the georegion going back to the B.E. era. "Oh, go on, she won't bite," I said. Nate smiled sheepishly, then unfastened his pants and let them down, exposing...

The Facility Ch. 06

by spankmehard1984 on Sep 14, 2017
BDSM

Chapter 6: The Dungeon Tim and Vanessa's relationship blossomed. They became frequent clients of The Facility. Their sessions almost became routine. They would make small chat with Cassandra, be taken to the Changing Room, handcuffed together in the Spanking Waiting Room. Miss Kate would take them to her Spanking Room where she would spank them with a vari...

How Chastity Changed My Life

by ronron1818 on Apr 22, 2020
Fetish

My name is Mary and I am 45 years old. I am ok looking, nothing that spells out sexuality in any obvious way. My life changed dramatically last year when my husband Mike started to work as an accountant for an all female sex toy company; that is owned and managed by Lisa who is a very sexual and sexy young lady. Lisa is 26 years old; tall and thin. She ha...

Cumming to Grips Ch. 04

by doinkit1 on Sep 14, 2017
Fetish

Sue was ready to share her plans with Dave. She was a little tired from yesterday's events, but when she thought about what she made Dave agree to and what she did to him, a rush came over her. Not entirely lustful, but one of passion and control mixed together. Dave looked across the table and saw his wife with a now very familiar smirk on her face. "Sue,...