Chastity Stories Reddit Stories

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Sammi Starts Camming

by Sissy_Sammi_ on Dec 3, 2017
Transsexuals & Crossdressers

Sam had always been rather small and feminine. As a guy puberty seemed to have missed him which left him in the rather uncomfortable position of being very girly. He was only about 5'8" with a womanly rounded face, smaller waist, and slightly larger hips. He had brunette hair, which for a guy was on the longer end. His lightly tanned white skin pieced with...

Changes

by Slave2dbg8422 on Jun 4, 2019
BDSM

Changes Chapter 1 After being locked into the micro-sized chastity device for an incredibly long 37 days of teasing torture and denial, I had become more and more submissive to her with each passing day. I was waiting for her to make the trip to come live with me, after a very long, long distance relationship. We've both been switches throughout our relati...

Long Road Pt. 01 - First Steps from Vanilla

by Henriette7 on Mar 17, 2020
BDSM

Another boring day in the office. It has been seven and a half hours and finally, my coworkers are leaving. I still have an hour to go, but the office is mine. Wasting no time, I switch the tabs in my browser and open up the innocently sounding pages filled with hardcore BDSM. Oh reddit, my dear friend - where would I be without you. Ever since the tumblr s...

Stranded But Not Alone 💕

by LushinLace on Oct 13, 2020
Audio

My naughty mind very rarely cums up with sweet stories. I just get too dirty too fast, 😜😈 But when I read this sweet (but definitely sexy AF) script written by reddit user u/DPP_NewFrost I couldn't wait to fill it. It's a long slow build with a bit of a "Blue Lagoon" vibe, which I loved. 💕 After a plane crash, a young woman is stranded on a desert isl...

Caught in the Act

by taodie on Oct 6, 2020
Transgender & Crossdressers

As you sit watching TV while your wife gets ready for a girls night out, you are not able to pay attention as you just feel your penis strain against the chastity cage. You had been looking forward to this night all week knowing you would have it to yourself. It was during these rare moments where you could fulfill your girly desires you had never dared shar...

Peace In Our Time

by ladyapollo3583 on Jan 22, 2020
Text With Audio

There are many in my court who are calling for your execution as a show of force against those who would do us harm, while others feel that such violence would only result in retaliation from your people. They would simply have you ransomed off back to your people as a show of good faith, as well as our own superiority. The script is by u/rottenpines from...

City Getaway

by muaddib75 on Nov 21, 2019
Erotic Couplings

Meet the characters: * Jake - 185 cm tall, lean build, reasonably fit, short dark hair and green eyes, trimmed beard. * Michelle - 170 cm tall, reasonably fit, shoulder-length brown hair, hazel eyes, average sized breasts and round ass. Michelle opened the door using her key card and turned on the lights. She quickly inspected the hotel room with a few glan...

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A New York Tale Pt. 05

by neuromancerzero on Aug 26, 2019
Fetish

I woke up early the next day, despite us staying up late. The warmth of all five of us on a queen bed was too much for me. I was thoroughly entangled by limbs and I had to carefully extricate myself as so note to wake them. After five minutes of untangling notes, I was able to discretely slide into the shower and rinse myself off of the potpourri of bodily f...

Lizzie and Joe

by listOfDesires on May 12, 2020
BDSM

"The thing about a great beginning is that there is no such thing. We carry ourselves around in this world, letting things fall on chance, and we hope that this is a great beginning. Just like I did, with You." said Joe the first time he confessed his love for Lizzie. A great beginning for a love story right? Well, ask Lizzie about that and her Reddit profi...

Teasing an Elderly Man in Hawaii

by Joeblowisme on Oct 6, 2020
Exhibitionist & Voyeur

I used to go on work trips with my dad during the summer because he would go to a bunch of fun places. One of the best times I had was in Hawaii when I was 18 just after graduating high school. I spent hours alone on the beach drinking all the virgin pina coladas I could get my hands on and was working on one hell of a tan. We were staying in this tall ho...