Chastity Male Stories

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Letter from Grimalkin Canals

by justincbenedict on Nov 11, 2019
BDSM

Dear Shoeblossom I am a partner at Prescott & Briggs, and I suppose I should be looked up to, but most of the men employed under me, from junior brokers to mail clerks and elevator operators laugh at me behind my back. I have a "hotwife" as they say in BDSM and cuckold literature; and she demands that I find her attractive young men (loves, LOVES blacks an...

Slave Immigrant Ch. 22

by OldGuy1026 on Sep 14, 2017
Sci-Fi & Fantasy

After receiving a cloned body I immigrated 127 Light Years from Earth to Free Skyes. Unfortunately I had to work and pay for that cloned body and I had very few skills a high tech society could use. So it was either I become an Unskilled Labourer or a Sex Slave. I guess Human Recourses had me figured out correctly. All those years in BDSM chat-rooms and webs...

Chianti Cares...

by justincbenedict on Apr 9, 2019
BDSM

"I'm not even sure why I'm here." Reba said, trying to smile. In her early forties, Reba had curly dark hair and was somewhat curvaceous, but the sort that dressed sensibly to avoid the censure of her peers. Chianti had met Reba when they'd been taking an Italian cooking course together at Mallard Creek Community College, just across Buttermilk Bridge. It...

Helping Jess Pt. 01

by mski on Sep 25, 2017
BDSM

Jess and I were co-workers. I always thought she was pretty hot, and I thought a few times that she made quite a lot of eye contact with me. She had a great body with long blond hair – that she normally kept in a pony tail and no fat that I could see. She had a mischievous smile, as well as a naughty sense of humour. I thought about making a move on her occa...

The New Slave Ch. 01

by bullballs_1 on Sep 26, 2017
BDSM

Chapter 1: The Doctor Goes to Auction Dr. Caren Sherry was on her way to the auction when she received an urgent phone call from one of her personal assistants. The assistant informed her that she had just gotten a call from a contact at the auction, informing her that there was a slave she needed to see and pay special attention to. "It was one that she wo...

Made to Obey Ch. 04

by madetoobey on Jun 24, 2019
Transgender & Crossdressers

Reprise: I'd been caught wearing my Sister-in-law's underwear and jerking off to a shemale porn site by wife (Ruth), Sister-in-law (Esther) and their mother (Donna). Ruth, as a part of my punishment, was setting me tasks until Esther (who'd taken my laptop and mobile phone) could verify I'd never visited such sites before. I'd been forced into a chastity cag...

Lucy 01

by Gullos on Sep 12, 2017
Fetish

I – Forcing Dan into my cumslut It is incredible. Unbelievable what just happened on the last weekend. A big milestone turning hubby into my private little cumslut. And the best thing: He hates cum, what makes me even hornier every time I think about it. The more persisting he is in not being gay, the more fun I have thinking about the plans I have for the...

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...

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...

Sissy Girl Forever Pt. 03

by sissymissyct on Sep 18, 2017
Transsexuals & Crossdressers

Sissygirl forever continued. Sara stood there laughing at me as Mistress explained how things would be for the near future. She told Miss Andrea that if I wished she could fill them in with the red right now if I wanted. But Mistress said no. She was looking forward to my rushing off to work at times forgetting to polish them. Or eating out with friends and...