Pnp Sissy Stories

6,564 results
Orientation
Length
Source
Infinite Scroll
SmutMD: The World's Biggest Erotic Literature Search Engine.
© 2025 SmutMD.com

CNF and/or PNF

by DMBFFF on Oct 27, 2017
Exhibitionist & Voyeur

So here's some CNF/PNF stories you might be interested in—though you might add one of your own: celebrities, multiple-celebrities, fictional celebrities, and other CNF and/or PNP women.What's next? Yes, I want to read stories about celebrities Yes, I want to read stories about multiple-celebrities...

Open in Reader

White Gurl Pimped in the Hood

by Stephisissycd on Sep 11, 2017
Group Sex

After Black Mike made me his bitch, showing up at motels all over town dressed like a street hooker, he sent me a text one day. "Hey bitch. I need you to dress really slutty, get smooth and totally clean, and meet me at the motel at 6th and Los Angeles st." I knew where that was, right by skid row. My pussy started to throb thinking about what black mike h...

Double Crack Jack

by Alluring_Crimson_Shifter on Sep 24, 2019
Anal

Jack, Brenda, and Juan were friends. One Friday evening they went clubbing together, had a great time, and got drunk. They danced and partied until closing time. As they walked out Juan said, "Why don't we go to my apartment?" "Yes," they all chimed in. While Jack drove, Juan and Brenda made out in the back seat, kissing and playing. They arrived at Juan...

Anya Goes to Vorhees Ch. 07

by sinagainChris12 on Sep 25, 2017
NonHuman

Anya felt the bed dip slightly as someone stepped onto it and she slowly opened her eyes, yawning as she let them focus on the darkly clad man that was working on the rope connected to the ceiling above her. She thought at first Mr. Hughes was meaning to lower her body back down, but instead, he tugged her legs higher, so that only her should blades and the...

My Sissy Life

by snorn on Nov 26, 2017
Transsexuals & Crossdressers

I love being a sissy. I have been in permanent chastity since 27 Sep 2016, and am loving it. I have sissy training rules that are focused on keeping me doing the household chores and training me to be rented out as a cheap sissy whore/maid, a list of sissy motivational sayings which I listen to on repeat whilst doing nightly chores, and service rules for th...

Sissy Chantel, New Reality Ch. 01

by Sissy_Chantel on Sep 19, 2017
Transsexuals & Crossdressers

A new story of a sissy's fantasy becoming her reality. But a reality, much more than she ever thought. This will be a multi chapter sissy maid and sissy slut story around Sissy Chantel finding reality of sissy maid and slut life can be more than she bargained for, enjoy. ***** Chapter One: The Journey Starts. Well another night and here I sit dressed in m...

Sissy Gets Punished

by MsMorrigan on Sep 16, 2017
BDSM

Once upon a time there was an overly eager sissy girl. This sissy girl loved her mistress. She loved her so much she tried to anticipate her every whim before she needed to even speak the words. One day the sissy girl was vacuuming, dusting and general cleaning. She was openly lamenting on how her overly large pathetic sissy clit was getting in her way. How...

Sissy and Paul

by slowhand1234 on Apr 22, 2019
Exhibitionist & Voyeur

Years ago life was very different to nowadays, for a start pubs shut at 10.30 unless they had and extension for special occasions, they had different bars such as the main or public bar, the lounge and sadly no longer, a room called the snug. This room was usually used by the 'older generation' or people who wanted a bit of quiet/privacy. We had married sev...

Mrs. Henderson Emasculates An Ex

by skriblur on Sep 16, 2017
Transsexuals & Crossdressers

The elevator doors slide shut and Sissy Kimmi taps the special access code into the keypad. Then she presses the "PH" button. In few seconds, she'll be at Mrs. Henderson's place on the top floor. Mrs. Henderson is not the type of woman who sends invitations to sissies. She's the type who tells 'guests' where to be and when to be there. Her handwritten summo...

Sissy Boy Secretary Ch. 07

by Hotenuf4u on Sep 19, 2017
Fetish

Elaine and Tammy had been friends before the unfortunate divorce and still now maintained a good friendship. After all, it was Elaine that helped her get a job as an executive secretary during all of her school breaks, including throughout the summer break. Tammy had known that the company Elaine got her the job at was also Elaine's biggest competitor in the...