Sissy Spanking Cum Story Stories

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Sissy Prince: Origin Ch. 03

by SatinSlip on Feb 13, 2018
Fetish

Editor's note: this story contains scenes of incest or incest content. ***** Olivia pulled off his scratchy wool tunic. It had covered him to just below his cute girly ass. It was uncomfortable to wear, made by Orcs. Yet for some reason it turned him on. His tiny sissy bump was now revealed to the world. It was erect, yet not quite two inches long. He...

Training of Mistress' New Sub Day 01

by naughtyboy082 on Sep 19, 2017
BDSM

As Mistress Sharon has requested, a written story... THE FIRST MEETING MISTRESS SHARON sends out a late night text that her new submissive has been waiting for anxiously all week long as he sought to prove his obedience and worthiness. "Congratulations, sub! You have successfully completed your probationary period...official training begins in the morning...

New Jack Ch. 13

by deviantradoddness on Oct 8, 2018
Group Sex

Apologies for the long wait. This is (probably) the second-to-last installment in this series. This story contains pervasive same-sex action, cuckolding, and rough sex. If that's not your cup of tea, please feel free to pass over it. If these things do tickle your fancy (or something else) please leave a comment or send me a message: I'd love to hear wha...

My Friday Night: Switch

by honey28 on Sep 5, 2017
Fetish

Driving home on Sunday night, my phone rang when I was stopped at the light waiting to turn onto my street. Seeing Nick's name, I put him on speaker phone. Before I could say anything, he very loudly declared, "I want to lick your pussy." Hearing that deep, sexy voice usually makes me melt, but I had to giggle. Note to self: never answer his call on speakerp...

Transforming Brent Pt. 03

by sissymissyct on Oct 8, 2019
Fetish

Over the next few days I removed most of my male clothing from the house and donated it to Goodwill. I met Wendy as she got out of work each day and we went shopping. The first time was for regular clothing. Skirts, dresses and blouses, leggings and shoes and regular lady's sportswear. Thursday it was lingerie night. I ended up with multiple bras and camiso...

The Lady Next Door

by stories55 on Mar 6, 2018
Mature

I moved into a new suburban neighborhood. I'm not the real social type so I didn't go out of my way to meet the neighbors. I'm in my mid 50's and I noticed that I did have a lady living next door that was probably about my age, but she could have been a little older. I saw the young children that visited the house during the holidays, so she could have been...

Blackbone Crossing

by DonSwami on Dec 4, 2020
Fantasy

AUTHORS NOTE: This story is still a work in progress, I’ve got a lot of idea’s on where I want to take it and what different chapters are going to be. I decided to publish Blackbone Crossing because I really wanted some feedback/ideas. The story is open to other writers, so feel free to submit your addition! Some chapters I’m still working on and I haven’t p...

Sissy Prince: Origin Ch. 02

by SatinSlip on Feb 6, 2018
Fetish

Editor's note: this story contains scenes of incest or incest content. ***** "I'm sorry about this." Jentif whispers in the Elf's ear. Larallin gives a slight nod. The big red woman was actually quite nice, and the wife of his new friend Oliver. But, like the rest of the slaves, she would do anything their monstrous master ordered. The ginger, Elf man...

Sissy Maids & Sex Slaves Ch. 01

by RickyRooster on Sep 13, 2017
Fetish

Reader Notes This is a fantasy story patched together from a series of e-mails I have sent to a very sexy lady. She loves bisexual men and she loves men who wear panties. She is dominant but in a very genteel way, if that is possible. It's told and written in a different style than I usually employ. I feel this style is rather staccato, telling her what w...

Julie is a Whore Ch. 11

by Pretty_Sissy_Julie on Sep 28, 2020
BDSM

This is a story about BDSM and pleasure. Please understand everything done was consensual The scenes are no worse than you might see in the movies. There is no actual "snuffing." All of the women involved savored the experienced and had intense orgasms. This story is for your entertainment only. If you really want to enjoy this story, you need to read Chapt...