Diaper Sissy Bondage Stories

21,766 results
Orientation
Length
Source
Infinite Scroll

Slave Immigrant Ch. 01

by OldGuy1026 on Sep 14, 2017
Sci-Fi & Fantasy

I have never felt so alive, so sexually satisfied as I have been in the past five years. Five years, where has the time gone, it's amazing. My butt is still tingling from last night, I wish the Doctor's wouldn't give me fast-heal drugs, but they say the discomfort is too distracting. So let's go back to where it all started. I was born on a protected planet...

The Journey

by born2srvtv on Sep 19, 2017
Transsexuals & Crossdressers

Tom couldn't believe he was wearing a CB-6000 chastity device while driving to Knoxville to actually meet face to face with Jason. He and Jason had been chatting on a kink oriented website for the last few months. Jason had asked him to buy the CB6000 and Tom found himself incredibly eager to comply with Jasons' desire. Jason had asked him to wear it while t...

Caged for Freedom Ch. 02

by Spreadeagle56 on Sep 16, 2017
BDSM

I awoke from a deep sleep. One that could only come from a very relaxed and satisfied place. Lying in bed, I reflected on what had happened to me over the last 24 hours and thought about the dull ache that still emanated from my arse. But more importantly, I wondered about what was to come! Less than 12 hours ago, I had been an anal virgin and had been sca...

Slave Immigrant Ch. 07

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 become an Unskilled Labourer or a Sex Slave. I guess Human Recourses had me figured out all right. All those years in BDSM chat-rooms and websit...

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...

Recruiting of a Sissy Maid Ch. 02

by Sissy_Chantel on Oct 11, 2017
Transsexuals & Crossdressers

Chapter Two: Onto Her Training and Breaking Down. The feeling of fear and dread falls over Chantel as she sits on the flimsy bed in what is for now her prison cell. Totally alone and isolated except for the fact that Mitch and Nate Burrows will lord over her as they orientate, train and ultimately break Chantel from a fantasy sissy to what will be a living...

A Sissy Cuckold to another Sissy

by Gemsissy on Sep 26, 2017
Fetish

"Christ, Bob!" snaps Julie. You just sigh as you feel your skinny cock throb and spurt into the condom next to her bottom. "What about me?" "I'm sorry, honey. You're just too sexy! I came so fast!" you say, blushing in embarrassment that you couldn't fuck your own wife for more than 30 seconds. "Are you some fucking teenager dweeb?!" She spits as she glare...

Amanda Adams becomes My Queen Ch. 09

by ShyDenZen on Sep 15, 2017
BDSM

"Yes, Ms. Deborah..." I almost stammer, "I think the kind of procedure I'm here for today is called a 'Prince Albert.'" Her pretty blue eyes grow very wide as she stares at me. She blinks at me once, twice- maybe four times... She knits her eyebrows. Finally, she shakes her head a little- flipping her amazing hair. She says, "That's a piercing I can only d...

Party Poopers

by Pampered Princess on May 20, 2017
Fetish

A set of gorgeous redheaded twins is captured and enslaved during their eighteenth birthday party. Together with their friends, they fall prey to their captors in a debauched orgy of sexual torment and humiliation as they descend into a new life as property - as helpless fucktoys to be teased and tormented, and as diapered petgirls with the sole purpose of p...

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Amanda Adams becomes My Queen Ch. 10

by ShyDenZen on Sep 15, 2017
BDSM

"Diaper time now... I'm thinking for you, Buttercup," You see the delicious disappointment I can't keep off my face, "I only have one nappy left until we go to the store and I don't want it to go to waste... the last 'hello kitty'... plus the effect that putting you in diapers has on your attitude is so sweet... so tame...and docile...I had no idea it would...