Sissy Spanked In Chastity Porn Stories

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Sissy School

by zeta515 on Jun 19, 2018
Novels and Novellas

Copyright 2018 by Zeta All rights reserved This story may be freely distributed in electronic form but must include this copyright. Sissy School is a work for pure fiction and all locales, names, characters, places, and incidents are the products of the author's imagination. Any resemblance to actual events, locales, or living persons is entirely coincide...

Robillard's Pain

by justincbenedict on Sep 13, 2017
BDSM

POOR, PUDGY ROBILLARD! As he brushed and stroked his beautiful goddesses curls, Robie's penis nearly wrecked itself, locked in the tiny casing. Would he escape it today... maybe? Robillard St. Croix finished coming Autumn's cascading blonde hair. He'd given Autumn a great comb over, and massaged his pretty cousin's shoulders till Autumn had purred. She'd l...

Mistress Emma's Revenge

by sissymissyct on Oct 15, 2017
Fetish

Hi I'm Ken. Well I was, now I'm called Brenda. Here's a bit of my story for you. I hope you don't make the same mistakes I did. Because until I got caught misbehaving by my mistress, life was pretty good. At 38, I had a great job as an office manager in charge of 25 or so employees, mostly women, a really good salary, a nice office and plenty of job securit...

Miss A's New Play Thing

by Pornenthusiest on Oct 8, 2019
BDSM

Chapter 1: Sexual Awakening Alex's morning ritual had changed lately. Typically he would start his day by slamming his alarm clock, getting out of bed, brewing coffee and taking a shower. But now, Alex was generally restless, always waking before his alarm could rouse him. He would rush to his computer immediately checking his messages, today was no differe...

Mistress Dusty

by justincbenedict on Sep 15, 2017
BDSM

BUTTERMILK BOWL (possibly Sadistic Spouse in Buttermilk Falls) "But I've not cum in six weeks, Dusty" Crake Ingledew said to his demure spouse. Dusty looked up from her "Cosmo" long pink nails tapping an article discussing depilatory body hair removal. She is so beautiful! Crake thought. Languid hazel eyes with long lashes, the dark eyebrows frowning irrit...

The Intern Ch. 04

by FrostShard on Mar 6, 2018
BDSM

The day after Mengxia had me listen in to her having sex with her boyfriend, I went back into work with some trepidation. Aroused from my three weeks denied orgasm, humiliated by the events of the previous evening and nervous about my meeting with Mengxia that evening, I could barely focus on work, and it seemed to take ages for 5 pm to roll around. At last...

Letter from Courtfield Common

by justincbenedict on Oct 21, 2019
BDSM

Dear Shoeblossom So the strangest thing happened to me recently. I am kind of a nerd, and I fix the bikes for friends of mine in a motorcycle club and I ride one myself, though possibly not as fast as they do! Recently I found out that one of my very tough, muscular friends had another interest in common with me...Scruffy was in chastity, and had a long-di...

Ella Cucks Her Patient Ch. 03

by CuckFantasy69 on May 7, 2019
Exhibitionist & Voyeur

I arrived at Ella's office on a Sunday. The door was locked but after less than a minute of waiting Ella and Nathan came along and greeted me. Ella had pale makeup with black lipstick and black nail polish on while wearing a black trench coat and heels. She looked like a dark vixen ready to shoot a porno. Nathan was carrying a duffle bag with him, I immedia...

Transforming Brent

by sissymissyct on Jul 9, 2019
Loving Wives

Katherine decides she wants to live with her lover Wendy. They come up with a plan to slowly change Wendy's husband, Brent, into their girly sissy maid full time. Will his resistance be broken? I put it in loving wives but it fits multiple categories. Will he will learn to love his new role in life? Yes, The narration switches between characters. If this bo...

Letter from Toledo

by justincbenedict on Sep 13, 2017
BDSM

Dear Shoeblossom: I really enjoyed "Letter from Los Angeles: Ms. Scunthorpe's Rebuttal" and also the story from the Time-Lock computer Mistress in "Letter from Greater Ponsonby ." I also have a paid key holder, Phyllis. I grew up in a strict Evangelical family, here in Ohio, and our parents were very primitive, sexually... Masturbation and copulation wer...