Chastity Girlfriend Stories

61,196 results
Orientation
Length
Source
Infinite Scroll

A Pro-Wrestling Cuckold Ch. 05

by longhairedcuck on Jul 9, 2019
Fetish

They snogged all the time on the way back home. I strained to get a clear view of their making out from the driver's seat but nevertheless I was incredibly aroused. Darren had instructed me to drive back to his condo, which was some fifteen minutes from the practice centre. Obviously it took me way longer because I wasn't really concentrating on getting us...

Spalding and The Cheerleader

by justincbenedict on Sep 17, 2017
BDSM

22 year old Spalding Tyll walked home disconsolately, his knapsack hanging off his arm. It had now been 103 days since Mother had allowed him to masturbate, and it was hanging heavy on his young balls. Mother was mad at Spalding... She was going to punish him through humiliation by making him jerk off in front of the hottest cheerleader at Buttermilk Fall...

Online Cuckold Looking for Love Ch. 03

by subboy129 on Aug 31, 2017
Fetish

Throughout the day, Goddess had me give her access to everything. All my social media accounts, she set up her own thumbprint for my phone, gave her access to all my banking information, credit card information, handed over my credit cards to her, and gave her access to all of my shopping sites which have my information already saved. I put my full trust int...

Innocence Lost Ch. 19

by bradley_stoke on Sep 14, 2017
Novels and Novellas

In Which Alice rediscovers Innocence and learns the virtues of Purity; in which Innocence and Purity are shown in the practise of religious devotion; and in which Innocence leaves Chastity and Purity loses Innocence. The fruition of all plans is often much less than the ambitions associated with their formulation, and so it was with the vacation that Purity...

My Transformation

by paige_silk on Sep 16, 2017
Transsexuals & Crossdressers

It all started during puberty as these things often do. I can distinctly remember watching a TV programme about a shop that would dress men up as a woman and getting really turned on by it but not really knowing too much more or what to do with myself. These feelings occasionally came back over the years but with the restrictions of living with parents the...

The Kindling Girl

by justincbenedict on Dec 18, 2018
BDSM

AUGUST 2017 Eunice picked up some bark, which would make good tinder for the fire, and now she had to look for some kindling. There were a lot of twigs around, but she knew she couldn't cut anything off a tree, that was still alive and would make for shitty kindling. Max and Amber Primrose, his moron girlfriend of '05, had made Eunice eat a bunch of wood t...

My Last Night of Freedom Ch. 03

by Sungmehetu on May 4, 2020
BDSM

Lindy The cussing from the basement was loud enough to reach the kitchen. Domina was upstairs, recently fed, and I spent an hour at church. Johanna came down stairs after her turn at church and relieving Domina's bladder. Two plates were on the floor with eggs and sausage on them. "Honey I need you. She filled me up." Johanna said. So I lay on the floor a...

With Advice from Mistress Fishnets

by justincbenedict on Oct 15, 2017
BDSM

"Kylie, I don't want this old creep sucking on my toes." "Eel" O'Neill paused. "Besides, they're disgusting. She might get salmonella or something." The young couple was snuggling on the couch, and Kyleen's new boyfriend had taken his shoes off. But why on earth had Ky encouraged this old hag to suck his feet while he and Ky made out? "You'll get used to i...

Black on Black Cuckolding is Nice

by Samuelx on Apr 3, 2019
Group Sex

Don't believe the stereotypes, ladies and gentlemen. Black cuckolds do EXIST. My name is Jeanette Langlois and I'm a woman of Haitian and French Canadian descent living in the City of Gatineau, Quebec. My mother, Annabelle Jean was Haitian and my father, Roger Langlois was white, of French Canadian descent. I guess that technically makes me mixed but I alway...

Chastity & Humiliation

by SlaveJ on Sep 25, 2017
Fetish

It has been a month ago today that my wife walked into my office and asked for a divorce. She told me that she had hired a private investigator and had an entire portfolio of photographs of my recent indiscretions. If this were to be made public it would be very humiliating for me professionally. A quick glance at the separation paper drawn up by her attor...