Chastity Spanking Stories

28,385 results
Orientation
Length
Source
Infinite Scroll

Husband in Training Ch. 01

by Freakboy80 on Sep 15, 2017
BDSM

This is part 1 of a series. This story is "FICTIONAL." "Come in and have a seat Mrs. Jackson," Dr. Emerson said to her patient who was waiting in the waiting room. After sitting down, Dr. Emerson introduced herself to the patient. "Hello, I'm Dr. Emerson," As she put her hand out to shake Mrs. Jackson's hand. "Pleasure to meet you Dr. Emerson." "Pleasur...

Mistress Monique

by bleedndkn on Sep 25, 2017
Fetish

I met Monique at a show. She wore a tight black dress, dark eyeshadow and was by far the hottest girl at the venue. I didn't have a chance. A mutual friend introduced us and I became immediately enraptured with her and in the days to come would constantly think about how to spend more time with her. Then, after an evening with Monique and mutual friends at...

Taking Ethan Ch. 02

by Merry987 on Sep 17, 2017
BDSM

SMACK! Smack! Smack! The shocking pain of the spanking brought unexpected tears to my eyes. I panted. "Thank you, sir," I whimpered as my abused pussy burned and stung from Ethan's blows. He waited. Watching me squirm beneath him, a severe look on his face. Waiting for me to settle before the next slap. Ethan liked it when I settled down between spanki...

The Sissy and The Gardener

by snorn on Sep 16, 2017
Transsexuals & Crossdressers

As I sit in my office, I am wearing my pink sissy uniform, watching the hired gardener dig up the weeds out front. I'm not supposed to expose myself to others, but my sissy rules state that I must be in uniform when nobody else is inside the house. I'm doing work, but all I can really concentrate on is the idea that I should be on my knees sucking cock, or b...

Sissy Comes Clean

by Cuckyboy3 on Oct 6, 2020
Fetish

Reflections after Mystic: On the scenic drive back home from a fall getaway vacation with my lovely wife, I pondered quietly how the excursion would be remembered as a first of a kind. I had begun the trip with the expectation of a quick and routine spanking followed the next day by an epic sex experience. Three days later, however, I emerged having not onl...

Slave Immigrant Ch. 15

by OldGuy1026 on Sep 15, 2017
Sci-Fi & Fantasy

After receiving a cloned body I immigrated 127 Light Years from Earth to Free Skyes. Unfortunately I had to work and pay for that cloned body and I had very few skills a high tech society could use. So it was either I become an Unskilled Labourer or a Sex Slave. I guess Human Recourses had me figured out alright. All those years in BDSM chat-rooms and websit...

Supergirl's Terrible, Horrible, No Good, Very Bad Day

by mlod on Nov 24, 2019
Fan Fiction

XXXXXXXXXXX I enjoy seeing what ideas other people come up with based on this, anyone is welcome to add chapters. I'm going to be focusing my writing on continuing the chapters that get the most likes, as a minimum chapters with 5+ likes get a sequel, chapters with 10+ likes get two and so on. Chapters with the most likes get updated first! XXXXXXXXXXX &quot...

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Chastity Fantasies

by 44cbsl on Nov 20, 2018
Fetish

It was my time of the week! The day I finally get to cum. As is the usual custom now, you tie me on my back with my feet over my shoulders, exposing my arse and balls, pointing my caged cock towards my own mouth. The usual routine is you sit on my face, making eye contact, I love it when I'm licking you and you are staring at me. When you've had enough,...

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...

Collared and Caged

by HappilyLockedMan on Oct 29, 2018
BDSM

Dear Reader, this is a re-write of a story I wrote in December, 2017. There's more character development and more 'fleshing out' of the story. Just a note: although the entire story is oozing with fem domme sexuality the nuggets of actual sex are spaced apart. * "Honey, I need you to do this." Aaron trembled as Melissa looked into his eyes. She was holdin...