Chastity Ex Stories

36,738 results
Orientation
Length
Source
Infinite Scroll

Transgender Avis's Incredible Power

by justincbenedict on Jul 4, 2018
Transsexuals & Crossdressers

Skokie, Illinois, 2009 Aiken Aycock was sad to be losing her brother Aiden to the operation. He was a great guy, but he gave Aiken the beatings and torture she needed. But he'd finally gotten the money to do the big change. Aiken had really enjoyed supporting Aiden, letting him live in her apartment...stripping naked when she got home, and taking a few fro...

Rosa subrosa

by ValoryG on Apr 8, 2019
Transgender & Crossdressers

I first saw Rosa on a kinky-sex dating site. I, as a 35-year-old recent divorcee, had visited it "just out of curiosity" -- or was it rather because I sought a little titillation? I certainly never expected it to lead to anything. I just thought I'd peruse some photos and fantasize about meeting some off-beat women. I ended up beating off looking at a few of...

Letter from Thomas Circle

by justincbenedict on Dec 3, 2019
Anal

Dear Shoeblossom Mistress Spurs is the most imaginative dominant I've ever known. I have been with various Masters, Mistresses, Dominas and Goddesses throughout Europe, Saudi Arabia and these United States, and except for one I met in Gstaad, there's never been one quite like Spurs. Spurs is only about five foot one, but she has ample breasts and fire-engi...

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...

Helping Jess Pt. 05

by mski on Sep 25, 2017
BDSM

I slept well that Sunday night which surprised me, though I guess I was probably exhausted. I woke up with my normal hard-on a bit before 5am, well it would have been a hard-on but for the cage. My penis was certainly trying. I never found it an uncomfortable feeling, just frustrating that there is no ending and I could not jerk off, and now who knew what wa...

Happy Together

by Fafantasiz3 on Feb 12, 2019
Transgender & Crossdressers

-*ring ring* -... -*ring ring* -... -*ring ring* -... *clic* Hey there! (She speaks in a deeper voice, she sounds tired, she's probably been at it again, and for a while, by the sound of it) -Hey you. Busy? (His voice is as usual deep and melodious and terribly sexy -- she usually says she fell for his cock first, and his voice second -- the slight ec...

The Chosen Cuckold

by cuckytoher on Jul 10, 2018
Loving Wives

CHAPTER ONE A year ago I was sitting on top of the world. I had a $350,000 house, a voluptuous wife named Amber, a successful business that we owned, a boat, a Harley and a generous bank account. And then like most men that have it all, I screwed it up royally by having an affair with my best friend Paul's wife. Paul has been my best friend my whole life. H...

Mermaids

by AlinaX on Dec 16, 2019
Sci-Fi & Fantasy

"She's ridiculous," I said. "An absurd fantasy of a warped, twisted, over-privileged masculine mind." "Your boss." "Yes. Him." Henri Duchamp, the zoo's billionaire owner. "What kind of pervert turns a woman into a mermaid fuck-toy and shows her off for the whole world to lust over?" "You sound almost jealous..." "Hah!" The man currently treating me like...

The Setup

by alexyzia on Sep 13, 2017
Transsexuals & Crossdressers

A "true" account of femdom, reluctant coerced-bi and (mild)cross-dressing/TV, blackmail, and permanent humiliating service to a very manipulative ex-girlfriend, all leading up to a total reprogramming and gracious acceptance of my destiny. PART 1 So my ex-girlfriend Jessica dumped me recently and said that the only way that she'd even consider taking me ba...

Cuckoldry, Spirituality, Family Ch. 06

by submind on Sep 12, 2017
Interracial Love

Four months and ten days, had said Abida. It has been a very busy period of time for the three of us. Of course, my work as CEO kept me quite active. Apart from that, Master Faisal had asked me to help Abida with her preparations for the wedding as such and the banquet that was to follow. This was to be an "intimate" wedding, the number of guests being limi...