Chastity Party Stories

84,559 results
Orientation
Length
Source
Infinite Scroll

Letter from Vancouver

by justincbenedict on Sep 17, 2017
BDSM

Dear Shoeblossom: Having enjoyed so many of your letters from BDSM enthusiasts in the States, I thought I would tell you about my husband, Conrad, the Canadian Cuckold. (Catchy?) My husband Conrad and I are at the Levinger's party, socializing, but of course he is almost ignoring all the other women there, he just gazes earnestly, plucking my arm...he is i...

Letter from Newark

by justincbenedict on Jan 8, 2019
BDSM

Dear Shoeblossom, I am just an ex-cocktail waitress who married a troubled but worthwhile guy. Mom always told me to find someone classy like a dentist or a Buick dealer. "Mariah, it's as easy to fall in love with a rich guy as a broke guy." But I fell for Raymond Withers, Jr. hard, and I married him right before he went to Vietnam. Still, as in all marria...

Halloween Pool Party Pt. 04

by sissymissyct on Sep 14, 2017
Fetish

Monday morning I was awakened early by Miss Annie releasing the air from my plug and swiftly pulling it from my bottom. I cried out from being so crudely awakened from my slumber and that got me a quick but hard smack on my already bruised bottom. "Good morning Brenda, time to shower and get ready for a big day", she informed me. "Thank you Mistress" I answ...

A Christmas Cuckold

by cuckytoher on Sep 16, 2017
Fetish

She motioned to me with her finger from the bed to come closer. She was absolutely gorgeous, her long red hair spread out on the pillow, her makeup still heavy from her date last night. I walked closer, the lock on my chastity device clicking against the plastic tube, a stream of pre cum dribbled from the tip. She held her hand out as I approached and fondle...

Fucking Beauty

by Svenskaflicka on Sep 1, 2017
Humor & Satire

Once upon a time, there was a king and a queen who lived in a beautiful castle with a big court of aristocrats, and hundreds of loyal servants. The king and the queen were intelligent and beautiful, kind and fair, loved by their people, very, very rich, and had everything one could wish for. Except for one thing – they didn't have any children. And how they...

My Journey to Becoming a Mistress Ch. 02

by intofdom on Sep 17, 2017
BDSM

On the second anniversary of the day we met. He asked me for a large sum of money since I manage his dollars now. He told me it was a secret and I would definitely be surprised. I impatiently waited till that night. He arrived with a big bag. He sat next to me in bed and pulled out sluttiest dress that I had ever seen. He requested me to wear it. It was so...

The Wedding Ch. 01

by betamale08 on Mar 30, 2020
Transgender & Crossdressers

(Intro) This is the continuation in the life of Dale Horn and the never ending saga of both his pleasure-- and his plight while living in this new world of sexuality and discovery brought about through the hands of his caring, supportive Mother and as well, his long lost love Patti... Where we left off -and with every ones encouragement our Dale saw himself...

The Advice Columnist

by colonellunchmeat on Sep 16, 2017
Fetish

Dear Debbie: What is your opinion on your submissive's RIGHT to occasionally kiss your boobs? My husband is totally hot for my full, pink 36D melons, but since he became my slave,I gradually weaned him off of them. Part of the problem is, I'm not as attracted to Joel as I used to be, he's kind of chubby now, and having his hands groping me when he brushes...

Valentina of the Colfax Inn

by justincbenedict on Feb 25, 2019
BDSM

SUPERBOWL SUNDAY AT THE COLFAX INN Valentina was toying with her husband's scrotum. Normally Val wore snug but dignified cashmere sweaters, but today she was clad in a belly tee shirt and what the longshoremen at Buttermilk Pier referred to as "whore shorts". Nibs, Val's loyal and faithful husband was bound to the narrow coffee table in his back office. Hi...

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...