Summer In Chastity Stories

360,281 results
Orientation
Length
Source
Infinite Scroll

Elderly Submissive

by justincbenedict on Sep 12, 2017
BDSM

"Yes, Timothy, I've been to dungeons and dominatrixes everywhere" the old man said. "St. Petersburg, Bucharest, Rome, Naples, Athens, Cyprus, Paris, Marseilles, Barcelona, Lima, Munich, Jordan, Abhu Dhabi, and Santiago, and that's all I can recall just now." Tim leaned towards his Great-Uncle Bennett with some interest. They were having coffee at an out...

Cape Verdean Femdom Tales

by Samuelx on Sep 14, 2017
Erotic Couplings

Joanna Monteiro had been operating as a professional dominatrix in the Boston area for over a decade, and her website got over a million hits last year. Doling out punishment to wealthy men and filming it for posterity ( after masking their faces prior to topping them off course ) proved to be very lucrative. So much that Joanna Monteiro had been on the radi...

One Friday Night Ch. 02

by AndreaJordan on Jun 8, 2020
BDSM

At eleven o'clock on Saturday morning, Laura crossed the hall and knocked on her neighbour's door. She was both excited and terrified. She held a note signed by Brad in one hand, and keys in the other. When she got no reply, she did as the note instructed. She unlocked the door and went inside her neighbour's apartment. Laura was wearing a pale red knee-le...

Ninety Days Ch. 02

by chasteguy on Sep 18, 2017
BDSM

Sometimes life gets in the way and busy schedules don't allow for other pursuits. Mistress and I hadn't played in nearly a month and although we shared intimacy, I was growing anxious for more. Compounding matters was the fact that although Mistress had told me I'd remain in the punishment cage for only two weeks until we could find a suitable cock for me to...

By My Own Device

by maxout09 on Sep 12, 2017
Sci-Fi & Fantasy

3:00 pm 12/16/15 - Present day My name is Christine, and I'm a 30-year-old high school teacher with a very interesting tale to tell. I'm a sex slave to a computer. But to fully understand what brought me to this moment, I need to start from the beginning. I grew up an only child in a farmhouse. It's not that my parents were farmers they just wanted the so...

Mistress Takes a New Slave

by ConqueredSlave on Sep 18, 2017
BDSM

"Down." I dropped to my knees as quickly as possible and lowered my forehead to the floor as my mistress had taught me; I felt the leather hood that was fit snuggly over my face and head touch the hard wood floor below. My motions were made more difficult by the fact that my hands were firmly fixed in cuffs that were secured behind my back and clipped in th...

My Special Birthday

by CuckinChastity on Sep 16, 2017
Fetish

Saturday morning. I am feeling cozy and warm in my small bed in my small room emerging from the night's sleep. As I become more aware I notice the pain in my balls and the head of my cock. As usual, my morning erection has caused my chastity device to pull on my scrotum and the head of my cock is pressing itself firmly against the end of its plastic prison....

A Freshman's Summer Class Ch. 03

by CapnSteelBoy on May 11, 2020
Transgender & Crossdressers

Edited by HotandHollow **All characters are of legal age for adult content.** We Continue from where we left off with our brave hero, as his adventure continues during his summer of higher education learning! This is a continuing series I'll be releasing as my helpful editor(s) help me clean up my mess.. Much thanks goes out to them, as the editor(s) tha...

Just Another Monday Morning

by slavegirl1992 on Dec 11, 2017
BDSM

I was in the middle of the most amazing dream when I was rudely awaken by the vibrations deep inside of me. "My own personal alarm clock" you called it when you gave it to me, more like my own personal hell. Everyday, it buzzed to wake me up at 7:45 on the dot. It's not waking up that I dislike, it's not even the vibrations really; it's that every morning, y...

Jerry becomes Jill Pt. 03: It Gets Serious

by gasissynora on Mar 2, 2020
Transgender & Crossdressers

This is the third part of my story about how I became Jill. My relation with Rikki takes a serious turn and I learn more about what life with her will be like. Each day Rikki gives me an article about a female led relationship. The article on Monday is about a couple in their thirties who are dating. The woman makes most of the decisions when they are in pu...