Master Sissy Stories

61,161 results
Orientation
Length
Source
Infinite Scroll

Reverse Evolution

by eviltwin52 on Mar 31, 2020
Loving Wives

Editor's Note: this submission contains raceplay and racial kink content. * I was programmed for it. From as far back as I can remember white men have been under attack. Schools, music, Hollywood, hell, even our own Government have proclaimed the evil white men are responsible for. They tell us how we're the root of the worlds problems. They decry our tox...

Meritocracy in Buttermilk Falls

by justincbenedict on Dec 25, 2019
BDSM

Learning to take his medicine seemed to be a bear for Ziebert. He tried so hard to hold back his gasps as Brahmin landed the saucepan again and again on his bare buttocks. She'd started Ziebert on hairbrushes and wooden paddles, and then the heel of her Capezios. A metal saucepan seemed to be what a "real man" needed, as she often sarcastically commented...

Cindy's Recourse Pt. 02

by TeroWright on Sep 14, 2020
Fetish

"Not a one thanks to you two," Gracelyn says. Ariel smiles down at Echo as she walks past her and towards the only conscious guy at the moment. "Well, well...Bravo is it?" Tapping her foot on his hip, "How they hangin'?" "I think you broke something," he wheezes on the brink of tears while laying sideways in the fetal position. "It wasn't my shot that hit...

A Boy and His Genie Ch. 15 - END

by DragoTime on Sep 25, 2017
Sci-Fi & Fantasy

Moune Agrison stepped off the ship, and looked up at the sky. It was so much different from the one at home. More blue. The breeze on her skin felt weird. It was a sensation she'd only experienced in the artificial garden chambers back home. To be outside without a protective suit was strange. She'd have to get used to it on this planet. It didn't take long...

A Guy and His...? Ch. 49: Desperation

by Pars001 on Sep 18, 2017
Sci-Fi & Fantasy

With a huge sigh Jake wished for all in the room to be clothed. He didn't need to embarrass them anymore than they already were. Jake could only shake his head he'd gotten lost in the moment with them and had totally forgotten. Now he had to go through another few hundred before he could even start to formulate more on his plan. Not a moment too soon as bot...

The Triskele Button Ch. 07

by Triskella on Jan 8, 2019
BDSM

I had been confined to bed for several days as I recovered from my night of torture. I was forced to lie face down, as my back and bottom still burned and throbbed where the whipping had broken the skin. I ached deep in my bottom from the torments of the butt plugs. Fortunately, none of the Masters involved had been sufficiently endowed to do me any real int...

Grace's Release Ch. 05: Lunch Date

by LittleOne14385 on Sep 18, 2017
BDSM

(This piece is Chapter 5 in the series "Grace's Release". If you wish to start at the beginning of Grace's journey please see "Grace's Release: First Wounds". Thank you for reading.) * I sat on my feet in my kneeling place in the center of the living room floor of our apartment, fighting for the peace which had evaded me all night long. It was that same e...

Ruby's Lesson

by Moyds_jewel on Sep 11, 2017
BDSM

Journey into Submission: The Failure “Did you complete your task, sweetheart?” Ruby froze, “I did, sir. But-“ “But?” AJ tilted her chin so he could watch her face and candid gray eyes. She quivered just a little, took a deep breath and confessed in a rush, “I walked a complete circuit of the mall with the egg..in…in…as directed, Master. But I had it turn...

Whip's Tenderness

by bunnypoeta on Sep 16, 2017
Novels and Novellas

The man that is about to be revealed & that is inside of this story is not the typical & ordinary man that all of us are familiar with. There is something different inside of this man that makes many to deeply miss him once he is already far & gone... Every single time that he would let his guard down allowing his strong male presence to expand its natural...

Ten Cocks to Say I'm Sorry Ch. 01

by KellysMaster on Sep 12, 2017
BDSM

What could I say? I tried to resist the temptation. I mean, he's married! And he lives so far away. And I'm the mother of three! I had to try to break away. So I broke it off with my darling master two years ago. I broke his heart, but as I am in Joppa, Maryland, and he in North Carolina, I figured what could he do about it? I was wrong... A little about me...