Mature Chastity Stories

35,203 results
Orientation
Length
Source
Infinite Scroll

The Mistress of Holt House Ch. 04

by Sputnik57 on Sep 14, 2017
BDSM

The next day he was dressed in white as though ready for the 'tropics' and was taken by cab to the house he had visited before when dressed as a woman. The stern looking yet kindly woman with the jet black hair greeted him at the door and waved at Marcia who remained in the cab. Marcia leant from the cab window. "Don't you spoil him Jenny; you make sure he...

Blowjob from a 69 Year Old

by HRDBNR69 on Oct 16, 2018
Mature

I travel a lot for work, and spend a good chunk of the year at hotels. I've had quite a few memorable encounters, but this is always one i think back upon. For background, i was at the time of the story 25 years old, i'm brown haired, with a short beard, 6'0 and 200 pounds. Work out a little bit, so was fairly fit, but no chiseled hunk either. One night i...

Turning Mother Out Ch. 01

by brucinator on Sep 17, 2017
BDSM

A Brief Introduction To My Story I'm Chastity Stake, an only child daughter whose divorced Dad lusts after teenager flesh. He tries without luck to lure me into incestuous affairs. I'd be happy to oblige except I'm a bent arrow, a lesbian - you know, gay. Still, my Dad and I can share at least one thing, an immoral young woman ready to do the nasty with any...

A Week End with Mistress Pt. 01

by gasissynora on Oct 16, 2018
Transgender & Crossdressers

Dear readers this is my first story and I hope you enjoy it. Your comments and suggests will be most helpful. I am planning on continuing the story if the feedback is positive. This story is based in part on facts and part on fiction. I will leave it to the reader to decide which is which. ***** We had just finished dinner and I was in the den getting rea...

My Chastity Story Pt. 03

by Digger66 on Dec 11, 2018
BDSM

**For those that like femdom, humiliation, chastity, cock cages, FLR, and cuckolding, WELCOME. For those that hate that stuff, STOP and don't waste your time** *** Three months! My wife was going to keep me in a cock cage for three months! Actually, it was three months from today, so three months plus one week. Kate circled the date on the calendar. Over...

A Scrapbook

by Chastebob on Sep 12, 2017
Fetish

A Scrapbook of the Rise of Female Dominance & Mandatory Male Chastity Forward Depending on your perception, this work is either a fictional description of a world that might be, (should be?), or a slice of personal historical recollections and observations sent back from that future. Perhaps it is both at the same time. In any event, it is dedicated to th...

Lucky Me Ch. 01

by live2beloved on Sep 15, 2017
BDSM

Please... Mistress... Please it's... been... so many... days... please let... me... cum... and again I was smothered by her pussy. I was breathless, my balls were aching and my cock wanted to break through that chastity. I was never aroused so much in my life, I was helpless and the bondage was cutting through my veins, I just wanted to cum. I wanted to cum...

Dial-a-Domme

by justincbenedict on Sep 14, 2017
BDSM

Nora Gennaioli smiled at the sweet guy across the table from her as she absent mindedly drummed her long nails on what was left of her egg roll. It was fascinating about Alpha males and Beta males, she thought. Alphas were good in the sack, and Betas were good at nearly everything else that you needed... Most women had to make a choice, like her friend Lib...

Slave Spalding

by justincbenedict on Sep 19, 2017
BDSM

One Spalding Tyll walked home disconsolately, his knapsack hanging off his arm. It had now been 103 days since Mother had allowed him to masturbate, and it was hanging heavy on his young balls. Spalding had asked his Mom to dominate him when he finished his first year of college, at age nineteen... Yes and she'd put him in chastity...although he'd had a p...

Flowers in Her Hair Ch. 03

by NSEW1 on Nov 26, 2018
Fetish

Note - this is a multi chapter story of a series of events in the life of a married couple. The story involves female led marriage, BDSM, cuckolding, and extreme humiliation. If these themes offend you, stop now! *** Chapter 3 - Wedding Night Victor and Linda had looked forward to their wedding anniversary party, an intimate affair with close friends and...