Mature Chastity Stories

35,203 results
Orientation
Length
Source
Infinite Scroll

Chastity Debauched: Penitent

by MorganHawke on Sep 15, 2017
BDSM

In Which Chastity has an appointment with the Unholy Father... For Bear Part One: The Club “I can’t believe my Dad had me to come to his company pool party at the Club.” Chastity grumbled to herself while standing before the tall mirror completely nude. She stared into the mirror’s reflection of her deep violet eyes as she tied her waist-length, strawberr...

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'...

Laura Love Ch. 06

by Long2bLocked on Jun 25, 2019
BDSM

Note to readers: This series is a continuation of "Laura's Femdom Empowerment". You should read that series before this one. ***** Chapter 6 A Match Made in the Dungeon Shortly after I got off the phone with Alexis I received a text from Pixie, "Are you available tonight? I have a request for a session." I replied, "You don't mean the session with Beez?"...

Secrets of the Deep Ch. 05

by Lady Malachite on Sep 15, 2017
Sci-Fi & Fantasy

Once there was a little boy who never really grew up, but only grew older. As he grew to a respectable age, he never became anything resembling a respectable adult. He was also rather shorter than average. As the years flew by, this midget of a man grew more and more frantic because it became obvious that he couldn't live forever. His knees began to ache as...

The Mistress of Holt House Ch. 09

by Sputnik57 on Sep 12, 2017
BDSM

True to form, when Stainforth was revived in his new surroundings, he was as cocky as when he had passed out. Ruth was had partly manufactured this as it suited her. She would get great pleasure from breaking him. He was at first made to think that this was still some choreographed game. The women had also drugged him to maintain an air of non-anxiety within...

Adversity in Buttermilk Falls

by justincbenedict on Sep 17, 2017
BDSM

When Blume and Chloe got home from their BDSM party, they were still shaking their heads over the odd goings-on at the dinner party. But Chloe had a funny smile on her face. "You know, Blume... What's this porn stuff about?" Blume blushed. "Chloe, you have to understand, there's fantasy and there's reality... The whole chastity thing is kind of a fanta...

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...

Change of Control Ch. 04

by kaptiv8ed on Oct 26, 2020
BDSM

Several days had passed since the new couple had shared their latest "adventure" as they were calling the encounters. The two longtime friends had reunited after several years apart at a charity event less than a month prior, and the two hit it off very quickly. Both with time and opportunities in their life to explore and develop a transparent and mature re...

Mommy's Slave

by Futafan567 on Dec 7, 2019
Transsexual

You are Jim. You are 18 years old and live in an average sized home with your mother Jennifer (Jen for short). Being homeschooled for most of your life, you never went outside very often. In fact your only “friends” are the two girls Amy and Mary who live across the street. You are really only friends with them because they live so close but you were never t...

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Duncan Gets Engaged

by justincbenedict on Sep 12, 2018
BDSM

Duncan Lipscomb looked at Wren Johnson sadly. He really wanted her to marry him one day, but he kept pissing her off. And she looked very annoyed now. Wren was reclining on the bed, gazing fixedly at her Ipad. "Wren, please." Duncan begged. Wren looked over at Duncan, cocking her head. God she looked so cute in that body stocking. It was worth every penny...