Lesbian Sandy Chastity Stories

35,970 results
Orientation
Length
Source
Infinite Scroll
SmutMD: The World's Biggest Erotic Literature Search Engine.
© 2025 SmutMD.com

A Coupling Pt. 02

by cuckytoher on Jul 10, 2018
Loving Wives

I lay sprawled prone on the living room floor sucking on Gloria's toes while she in turn knelt between Pattie's legs licking her pussy, while she in turn sucked on Barry's cock. The pecking order was in place. Every relationship has a pecking order, girlfriend, boyfriend, man, wife, it's all about who controls things. In our relationship it was Pattie who co...

One Glass of Wine, Revisited

by sublocked on Sep 14, 2017
BDSM

Note to reader: My last entry, "One Glass of Wine?" was not very good. That was partly because it was hastily prepared in fantasy mode. This version, "One Glass of Wine, Revisited" (without a question mark) is, I think, better and here is why. The first was fiction, with things added that I would like to see done to me. But that is not up to me, so in this s...

Sly Mother-In-Law To Be

by Chastebob on Sep 25, 2017
BDSM

Robert had met Sandy's mother once or twice before they were engaged. Then there was the ritual meeting for Char's blessing. Char was getting a little middle-age heft, but she was about as attractive as she might ever have been, that is 'average'. Robert felt slightly guilty, it seemed harsh, but he couldn't help thinking about the contrast between her and h...

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...

One Glass of Wine

by sublocked on Sep 11, 2017
BDSM

David heard the TV faintly in the background of his breathing and his heartbeat. He sat awkwardly on the leather sofa, arms restrained in leather arm splints, frustrating devices of restraint that allowed the use of his hands for long distance manipulation, but allowed no close-in usage for scratching, eating or drinking. All his nutritional sustenance was c...

Celeste's Courier

by justincbenedict on Sep 17, 2017
BDSM

"Package for you, Harper" Ted stood up in his cubicle, but Brian just waved one muscular arm towards the reception area and walked off. The salesmen weren't very pally with him or the other accountants--sales guys were all jock types, funny and charming, and they didn't have a lot of energy for the numbers-crunchers. When they weren't selling insurance, th...

Group Dynamics

by justincbenedict on Dec 25, 2019
BDSM

Henrietta "Honey" Hunnicutt was in a sore mood, and for Pengarth Tyll, her boyfriend, that meant that things weren't going to go well for anyone. Peng loved Honey to distraction, and enjoyed it that he could financially support and keep a gorgeous little would-be actress. But when Honey's career wasn't going well, she got depressed, and sometimes bitchy....

The Keyholder Ch. 15

by AndreaJordan on Mar 2, 2020
BDSM

Ben sat on the beach enjoying the view from their deserted Maldives retreat. With no one else in sight, he had stripped off his black board shorts and was stroking the small silver chastity cage that, as always, hung limply between his legs. He ran his fingers over his balls and enjoyed the tickling sensation and the resultant pressure build up his cage. H...

CHASTITY ISLAND

by strip on Apr 22, 2025

Mike stood on the deck of the cruise ship, his arm wrapped around his boyfriend Ben's waist. The ocean breeze ruffled their hair as they gazed at the approaching island. Chastity Boy Island was a paradise for some, a curiosity for others, and a mystery for most. It was a place where societal norms were flipped, where power dynamics were explored and indulged...

Open in Reader

Theo Sequel: Otep's Last Case Ch. 02

by EstebanMamono on Mar 6, 2018
NonHuman

He looked familiar. His long, trauma-whitened hair, melancholic look, and steely grey eyes reminded Otep of someone. His face turned into a look of disdain when he noticed the cute Anubis girl approaching her. "Who the hell are you?" He spoke in unconcealed hate. "Theo?" "Who the fuck is Theo?" The man had no humanity left, but a shell of hate visible to...