Free Sissy Piggy Play Stories Stories

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Becoming Her Bitch

by HerLittlePiggy on Sep 13, 2017
BDSM

"Take it like a man you sissy bitch," Jennifer said as she thrust her big strap on into my ass. "Yes mistress," I groaned as the long life like dick pounded my prostate. "I'm not your fucking mistress you sissy pig," my wife yelled as she slapped my ass hard leaving it stinging and red. "A mistress wouldn't have her cock inside your sissy ass. From now on...

Tales of Kirkjufell

by Alvae on Feb 23, 2019
Miscellaneous

"Hey, you are finally awake..." A strange creature speaks to you, sitting atop of pile of bones, and skulls, tapping on unbeknownst skull of what appeared to be a grey ogre, as there is only one eye "Let me bend your ear for a moment, and tell you stories about an Orcess who dared to defy the Gods, and has been exiled from their place, unright...

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Young Sissy Ch. 01

by smittysimon on Sep 19, 2017
Transsexuals & Crossdressers

Author's Note: This is a follow up to The Young Master series. You can start here if you aren't interested in Belle's misadventures as spoiled young man turned out by his own sissy slave and eventually enslaved by his step-father, but it does introduce a lot of characters you'll read about in this series. * I don't know how long I was under...days, weeks....

Tearing Down the Walls

by HerLittlePiggy on Sep 16, 2017
Group Sex

"You like that don't you piggy,'' Mandy chided. She was more amused than upset despite the fact that she had just caught me in the most compromising situation imaginable. In truth, it was her fault that I was in the situation in the first place. Before I met Mandy I was just an ordinary guy. I liked football, girl on girl porn and action movies. Mandy didn...

Short stories and other tales

by Mr_anderson on Apr 22, 2025

I wanted to make a story where I wasn't bound to any premise, so I created this one. Every path bellow is a different story, a different context or universe. Most of them will be one or two chapters long.What's next? Caged lust (chastity) Marked (slutification) The closests friends (unbirth)...

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AliExpress and Sissy Downfall Pt. 07

by His_fag_wife on Apr 9, 2018
Transsexuals & Crossdressers

Please for goodness sake don't read this story if extreme use of submissive males by dominant males and dominant females offends you. This is pure fantasy and at the darker end of the spectrum of stories on Literotica, please do not read if this is not your sort of thing. Otherwise I hope you enjoy the spiral of depravity. ***** Charlie was alone in the ro...

Fantasies Fulfilled Ch. 02

by HerLittlePiggy on Sep 19, 2017
Group Sex

Sherry stood by the bed dressed in a black leather corset that accentuated her big 36dd tits, her tiny waist and her full hips and beautiful round ass. High healed thigh high leather boots completed her dominatrix outfit and a thick black strap on hung lewdly from her waist as she barked orders to me and the three muscular men in the room. It was September...

AliExpress and Sissy Downfall Pt. 03

by His_fag_wife on Nov 2, 2017
Transsexuals & Crossdressers

Tim cupped Emma's arse cheek as they went into the hotel room, stroking her, sliding into the cleft of her cheeks, warming her up a little more, not that she needed it. Charlie didn't notice them come in at all. Not that she could really turn her head with the thick COCKWHORE collar padlocked tightly around her neck. The cords attached to the dildo were als...

Dominatrix, In Trouble?

by handcuffz25 on Sep 17, 2017
BDSM

Dominatrix, in trouble? She did as she was told and turned off the ignition and dropped the keys out the window of her car. Her name is Jasmine. Princess Jasmine to be more specific, and she is a highly renowned dominatrix. Unluckily for Princess Jasmine is that she was on her way home from work and someone reported her car stolen. Which is why she finds h...

Beyond the Valley of Jerkboy

by stratoblaster on Aug 19, 2017
Exhibitionist & Voyeur

Readers might want to refer back to my Jerkboy Life series first, but this will probably work as stand-alone, jerkoff-husband cuckolding fantasy material. I guess, you weirdos. Enjoy the smut and don't take it too seriously, okay? - - - - - - - - The spring sun felt warm on Jerkboy's chest. He inhaled the scent of freshly mown grass in his backyard and spr...