Sissy Diaper School Stories

110,351 results
Orientation
Length
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Infinite Scroll

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...

Submission Therapy

by 229 on Nov 9, 2016
BDSM

Wendy Vierre looked at her first appointment for the day. Well, her only appointment for the day. Her first appointment for the month since she got her own practice, after getting fed up with her coworker's inability to experiment. They kept on using the same, tired methods even though they weren't working. They even had the nerve to accuse her of "tryi...

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Sissy at Sundown Beach

by BabySophie420 on Jul 15, 2020
Fetish

Jake felt a tug on his arm. He looked up to meet his Mistress's stern gaze. "Come along Jessica, I won't ask again," She said teasingly. Jake shuffled towards the door leading outside. Each step he felt the thick diapers between his legs and he heard the rustling of his lace ruffles on his bright pink romper. His pacifier bounced on his chest as he waddl...

The Wild Woman of Wesley Woods

by Subtext on Aug 28, 2017
Fetish

"It was pride that changed angels into devils; it is humility that makes men as angels." - St. Augustine * Mary Ann Kamargian was a rough young woman. She had no use for nonsense or social convention and navigated the world on her own terms. Her family lived in squalor in a rundown house by the lake and she was the de facto mother to her younger brothers,...

Earning His Keep

by Compliant1 on Sep 19, 2017
BDSM

I punched in the code and waited. I knew that I was being charged $1.99 for each minute, but I didn't care. I listened to the recorded music until a woman's voice came over the phone. "Tell Mistress Monica, have you been a naughty little sissy?" "No, but apparently my husband has." There was a long pause on the other end. "I just spoke to the manager. He...

House Rules Ch. 09

by EROTICbearscribe on Jan 22, 2020
Transgender & Crossdressers

AUTHOR'S NOTE: This story contains characters and references to events in two previous stories I have written: Just Across The Hall and PIXIE: Sissy Stripper. It is not necessary to have read these two story chains. This chapter of House Rules could stand on its own for entertainment purposes. If, however you want context, please read the other two stories f...

Slave Immigrant Ch. 13

by OldGuy1026 on Sep 15, 2017
Sci-Fi & Fantasy

After receiving a cloned body I immigrated 127 Light Years from Earth to Free Skyes. Unfortunately I had to work and pay for that cloned body and I had very few skills a high tech society could use. So it was either I become an Unskilled Labourer or a Sex Slave. I guess Human Recourses sure had me figured out. All those years in BDSM chat-rooms and websites...

Cloned!

by Wholemanz on Sep 14, 2017
Sci-Fi & Fantasy

WARNINGS: Contains transgender themes, Sci-Fi, explicit sex, mild violence, bad words, and strange ideas. It has only the strange things that dribble from my head. If you are not old enough, mature enough, open minded enough, and especially not smart enough to stop reading should you find yourself becoming offended viewing such a story, don't! I hereby gran...

Wet Dream

by sissymissyct on Jan 21, 2020
Fetish

@2020 by Brenda Goodwin (This story deals with fem-dom, sissification, diaper wetting. If that offends you please read something else.) * "You're still playing that World of Warcraft game I see. Well, I am going to bed." "That's OK hun, I got a new "white-noise" machine so the noises won't keep you up. Just put in the earbuds on the side table and I will...