Diaper Sissy Stories

8,305 results
Orientation
Length
Source
Infinite Scroll

The Worst Smell

by RANDYCRIME on May 14, 2020
Fan Fiction

Contains: hypermess, hyperstink ____ DONG! DONG! DONG! The church bell signaled that it was 3 PM in the quaint suburban neighborhood of Fouler Hill. Cars rolled along steadily in the streets, a dog or two here and there poking their heads out of the windows. An old couple crossed the street where a school bus stopped to release some children, who raced each...

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Trapped as a sissy in a fanasy world.

by Duke Montefort on Nov 14, 2019
Fetish

Eugene has an obsession with video games almost shutting out his friends and family. Feeling they have no choice the family begs a videogame company to help them bond with him. The company agrees they test the family can beta test the game, and bond. They even promised that he could not come out until he had properly bonded with each family member seprately....

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Yes, Mommy Ch. 03

by searic on Sep 17, 2017
BDSM

Here is the third installment of a story of loving spouses, the husband a sissy submissive to his Mistress/Mommy. She has invited over a girlfriend to witness and perhaps participate in his humiliation and degradation. At the end of Part II, the women were on the couch and the little sissy was on the floor. He obeys his wife's command to beg. * "Oh, please...

Ultimate Sissy Weekend Ch. 04

by SissyTwinkleToes on Jan 13, 2020
Transgender & Crossdressers

Susie is lying in the store supply closet next to Tinkerbell. It's six in the morning, and they've only just finished cleaning the entire supermarket. After changing each other into fresh diapers, and using the few left over to make pillows for them both, the two exhausted sissies lie side by side in the cramped supply closet. Tinkerbell's right hand, handcu...

A Well Groomed Sissy Boy

by keptsissy on May 15, 2018
Transsexuals & Crossdressers

"If I receive any complaints I'll diaper you and put you in your dog cage for 48 yours, no exceptions. Do you understand?" He looks down at me. I feel his dominance over me. I see the look on his face. I start to cry hard. "Please, Daddy, no. Don't do that to me, please...I'll be good...please..." I stammer through sincere tears. "Well then, all you have...

Opening Up: Morning

by LaDonnicciola on Nov 27, 2017
Fetish

Hot, dick-throbbing dreams filled Aaron's head as he slept. The fact that he did so in a pretty blue diaper full of his own piss and cum only made the dreams more arousing. He awoke early in the morning to find his hand down the front of the diaper, which bulged with his morning erection. He glanced at Helen, who had shed her sexy clothing during the night a...

Lonely Man Becomes a Sissy Ch. 02

by rebeldoll on Sep 13, 2017
Transsexuals & Crossdressers

I awoke groggy and confused. I normally wake up in my nice queen size bed. I didn't know where I was. I had had the craziest dreams of me being a woman and getting me ass beat and fucked. Then I realized that it was no dream. I was tied down, my arms in front of me, I was on my stomach, my ass stuck in the air, something holding my feet spread apart, and I s...

Sissyquest

by Humiliatrix on Mar 23, 2018
Fantasy

You open your eyes slowly and find yourself standing in a forest, rubbing your head as your massive headache slowly fades away. You have no idea how you got here. The last thing you remember you took that girl home from the bar...Edith?...Ellen?...Emma! That was her name. You were actually going to get lucky for once, until you stripped down and she saw the...

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sissy's life

by cdbaby on Apr 20, 2018
Fetish

INTRODUCTION: (sorry the way it was originally seemed unclear) Sissies, they're all over the world, and beyond. Discover their origins, their fears, their lusts.What's next? halloween vinny Messaging with a dream Trendsetting slumber pary Are you my Mummy? What's next? halloween vinny Messaging with a dream Trendsetting slumber pary Are you my Mummy?...

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Yes, Mommy Ch. 04

by searic on Sep 17, 2017
BDSM

What follows is another section of my "Yes, Mommy" saga. Some readers have asked for more, but I haven't added any for a long while since I'm concerned that some may misunderstand from the title and think me a devotee of infantalism due to the diaper and "mommy" references. I'm not, and I'm including a section at the beginning (below) to explain. Heather ge...