Chastity Birthday Stories

36,225 results
Orientation
Length
Source
Infinite Scroll

The Experimenting Couple Pt. 01

by LockUpTheWolf on Apr 15, 2020
BDSM

"Tom! Hold it! I want to give you a blowjob after I come!" Cried out Kate. Even though it was the third time they were having sex this night, he still had to put some effort into holding back, but he knew it was worth it - it always felt amazing when she came and after a moment of rest she finished him off with her tongue as a "thank you" for the fun he gav...

Letter from Eugene

by justincbenedict on May 12, 2020
BDSM

Dear Shoeblossom: I did something that's rare--I was seeing a professional dominatrix, Goddess Octane of Eugene, Oregon, and recently we realized that we had a lot in common. We loved sailing, and opera, and sports, and we began dating. It helped a bit that I am relatively well off, my grandfather invented something or other that makes cars do whatever, it...

Letter from New Piedmont

by justincbenedict on Feb 7, 2018
BDSM

Dear Shoeblossom, I can still remember Rebecca's first comment: "You sure you want to do this, kid?" A full-figured ash blonde with brightly glossed lips...pure Jersey girl. "You really want to move in with me...the sessions aren't enough?" Sometimes the sessions were way too much, but I was lost without Mistress Rebecca. 46 to my twenty-three, she'd bee...

Bdsm adventures

by Sgtwolf on Dec 7, 2017
BDSM

This story is for a compilation of many different bdsm adventures. It was formerly known as latex adventures, but as chapters developed they dealt more and more with different aspects of bdsm, and less consistently with latex. Latex still exists as a strong element in many of the chapters, namely because I like to write about characters wearing it. I created...

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Jennifer in Chastity

by Wifetheif on Sep 14, 2017
Fetish

Some of Jennifer's friends had told their secret to affording college. They had found sugar daddies, older men who paid for their college tuition and expenses in exchange for sex. Amy, Jennifer's best friend was bedding a local banker and was doing very well indeed. Freed from the financial burden of massive debt from college loans, and with her sugar daddy'...

The Keyholder Ch. 13

by AndreaJordan on Jul 30, 2019
BDSM

Two years had passed, and Ben and Amy had taken chastity to a new level. Ben now wore a chastity device that Amy had designed herself and had had custom made at great expense. A heavy cock ring encircled Ben's balls that was joined to a plate that ran behind his balls. On to this plate locked a solid steel top part that meshed with Ben's Prince Albert pier...

Mommy Adriana, I Will Obey You

by Gretatv on Sep 13, 2017
Transsexuals & Crossdressers

Dear Readers, since I am open to suggestions from now on I will start my stories with a recap of what has happened before. * Finally we were on our way home. Interestingly neither Mommy Adriana nor Mistress Andrea had cuffed or gagged me. So I just sat in the back of our car. During the short drive I had some time to think about what had happened in the p...

Estate Debt Slave Threesome

by jyamaha on Sep 15, 2017
BDSM

Elizabeth and Gino Rocco were married just four months after the rest of the Estate slave women completed their lucrative vineyard contract with the Senior Rocco and sons. Gino couldn't help himself. He was hopelessly smitten with the sultry American and didn't want to lose her now that her Estate contract was finished and she was a free agent again. He coul...

Letter from Mount Chapel

by justincbenedict on Aug 20, 2018
BDSM

Dear Shoeblossom, I got into the sweetest deal. I agreed to play femdom games with my geeky male roommate. He owns the house and was renting me one of the rooms, and like so many nerds, he has the hots for us tattooed, embroidered jeans types, I guess. Oscar is the sweetest guy, you know the kind. Comes to try and ask you out when you're smoking in the sch...

Cruel Master Zigfield

by justincbenedict on Aug 6, 2019
BDSM

I was once Reverend Zigfield Quinn, but then I had an awareness of my true role, and I decided to give it up to be a male Master. I have some interesting clients, that is to be sure. I keep telling Hollander that he can't stop being a natural submissive. Hollander is due to wed a sweet girl, a nice little creature with a flower shop or something, and he's t...