Chastity Boyfriend Stories

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Letter from Friardale Lane

by justincbenedict on Sep 24, 2019
BDSM

Dear Shoeblossom, I love my fiancée, Harmony Harrow, but the engagement has caused me quite a bit of stress. We have played in the BDSM scene a bit, so I didn't object that much when she put me in a chastity cage. I thought it was just for the weekend, but she seems to have left it on, and her excuses haven't really comforted me. "Harmony, I get it, you w...

Shelly in College

by movie_fan1969 on May 15, 2018
Loving Wives

My wife Shelly is a natural born flirt. She says that she's been that way all of her life. In elementary school she played kiss tag. In Jr. High she was one of those girls who would make out with a guy in a dark hallway. In High School she was the girl who the guys could count on to jerk them off in between classes in the parking lot. In college Shelly pe...

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...

Julie's Triumph

by justincbenedict on Sep 17, 2017
BDSM

Julie smiled at Everett over the candle lit dinner at Morton's Steak House. The grizzled, former Foreign Service officer, now an export magnate, caught Julie's eye and smiled right back. His brown, tanned hand traveled across the steak tartare and, reaching Julie's small fingers with their French manicure, squeezed them gently. Julie really liked Everett,...

Just Look at Me Now Ch. 05

by GFfan on Sep 14, 2020
Transgender & Crossdressers

ACT ONE: PARTY PREP "If the item is defective, you can return it for a full refund, but no, you cannot return it if it's simply too big. I'm sure you can understand why." This was the saleswoman's reply to the question I had been instructed to ask about an item Jude and Becky had assigned me to buy. "I doubt that will be a problem though," the clerk, Felic...

Mistress Takes a New Slave

by ConqueredSlave on Sep 18, 2017
BDSM

"Down." I dropped to my knees as quickly as possible and lowered my forehead to the floor as my mistress had taught me; I felt the leather hood that was fit snuggly over my face and head touch the hard wood floor below. My motions were made more difficult by the fact that my hands were firmly fixed in cuffs that were secured behind my back and clipped in th...

Treva Makes the Perfect Man

by justincbenedict on Jun 19, 2018
BDSM

Shep shook his head as the door closed on Gibbon and his wife. "What happened, hon?" Shep smiled uncertainly at Treva. "Well, Gibbon had a deal going with his wife that if he sucked a certain number of cocks he could cum early... He's only entitled to two orgasms a year, but he earns a certain number more for how many men he services for his wife, say, 90...

Kysia Thinks It Over

by justincbenedict on Sep 17, 2017
BDSM

As Kysia looked at Sawyer, her breath intensified. She couldn't wait to put him in a chastity belt. God, she couldn't wait. Kysia's ex-husband, Bramwell, had gone out of his mind in chastity. Kysia would leave Bramwell in the belt for two to six weeks at a time, and parade around in front of him wearing only panties and maybe a little mauve low cut T-shirt...

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...

Findom Demands a Tesla

by johan26 on Apr 15, 2020
Fetish

"We're going shopping on your next paycheck -- it's time to go deeper. Pick me up at 10am," Autum texted me. "Yes Mistress," I replied. Trembling, I put the phone down and reflected on our relationship. It had been a few years since I met Autum, and what started as dating had quickly devolved into a financially submissive dynamic. Autum demanded regular spo...