Sissy Chastity Humbler Stories Stories

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Infinite Scroll

Letter From Scranton

by justincbenedict on Sep 14, 2020
BDSM

Dear Shoeblossom I had a sister, Huxley, ("Hubert and Huxley, so cute") and we lived at home during our university years, as Pop was bursar at the local college, so we went for free. Huxley had a best friend, Tamsin, who was cute but chubby, and I teased her about it, and one day Tam pulled my pants down when no one was around, and gave me a spanking--me,...

Sin of Vanity Ch. 01

by Belongs2Beth on Sep 12, 2017
BDSM

Author's Note: This story continues the story of Vance, Marcia's friend introduced in "Marcia Goes Back to School". I have made an effort to make sure that this chaptered story can be read as a stand-alone or as an episode in a continuing series of stories set in the fictional town of Torquay, Connecticut. Readers of my earlier works will be familiar with Mi...

A Sissy's Date Night

by nadia603000 on Oct 19, 2020
BDSM

Author's Note: Mistress Pepper and Sophie are "anonymized" versions of me and my slave-girl. The real me. All of my stories are (or should I say will be) my memories of a session with a sub. Thus, they are true stories. Only in this version details have been changed to protect the sub. I do live in Mobile about 10 months of the year (the remaining two I spe...

Mistress Chronicles Ch. 04

by MistressMtoyou on Sep 25, 2017
Fetish

Background: The next three stories involve my only long-term on-line subject who I have named Nancy. This subject passed all of the tests I described in story two ("A Few Good Subs"), but before we were able to arrange an in-person session, he was offered a job in a town a great distance away, precluding any in-person meets. We agreed to continue training...

I'm a Sissy!

by Queen_Diana on Apr 22, 2025

One day I woke up. Looked at my body, and thought to myself, I'd be way more sexy as a girl, I'd probably have more fun too. It's not like I'm overly girly, in fact, I'm quite masculine, girls can't have enough of me and I enjoy it. But there's this itch I can't scratch, I'm sure you know it too, a feeling of needing to be filled up and pumped full of, well...

A Day in the Lifestyle: Cock Cage

by secondsamuel on Dec 3, 2019
Fetish

Author's Note: My wife and I have been together for nearly ten years. In that time, we have been heavily involved in the local BDSM/Kink/Swinging scene, usually labeled ubiquitously as the lifestyle. I am incredibly fortunate to have such an open-minded and sexually adventurous partner. With her permission, this series shares and amalgamates some of our mo...

Mistress Chronicles Ch. 05

by MistressMtoyou on Sep 25, 2017
Fetish

Background: This story involves my on-line subject Nancy, who I introduced in Mistress Chronicles 4. We've had no in-person relationship. In fact, in all of our sessions Nancy has never actually seen me. I have sent him pictures that I have told him look similar to me, but never an actual photo. * By way of background, Nancy is a computer nerd. Brilliant...

Courtesan Ch. 23

by Goodhusband on Sep 19, 2017
Loving Wives

This is the twenty-third episode in a series entitled "Courtesan". If you have not read the previous twenty-two episodes of this series, I encourage you do so before beginning this chapter. "Courtesan" is romantic story about a dominant hot wife and her submissive cuckold husband. While they have a deep and abiding love for each other they do lead an altern...

The Sexy Cuckold Couple Pt. 05

by cuckcpl4play on Sep 19, 2017
Fetish

Ceremony Preparation Continues as Does slave's New Life at Work (Day One) part 5 Background: we are a cuckold couple and one of our past Bulls ordered cucky to write a long story that included creative ideas that he could employ with us as a couple. As such, much of what is written here is based on fantasy and we would not live out many of the situations he...

A Few Good Subs

by MistressMtoyou on Sep 25, 2017
BDSM

This story builds on my first story "My first submissive." There is little actual sex in this story, but a true submissive will appreciate the perspective. It serves as a set-up for my upcoming series which will describe in detail scenes between me and my boy toys. MissM * * * * So have you been fantasizing about me? Have you been imagining what it would...