Diaper Sissy Bondage Stories

21,766 results
Orientation
Length
Source
Infinite Scroll

Katie the Whore Ch. 03

by Mixedwritings1993 on Sep 25, 2017
Fetish

Katie was having a wild meaningless dream. She saw she was standing naked around a bunch of people. All of them were either her family member or her adult life friends. She suddenly noticed her mom crying at a corner hiding from the rest of the crowd. She walked past the group of people to her surprise nobody tried to grope her or abuse her in anyway. Sh...

Another Submissive Slut Ch. 10

by Stillherer on Sep 19, 2017
Transsexuals & Crossdressers

The sleazy Indian clerk wouldn't leave. As soon as I let him into my place he made himself at home. At first I was afraid that he would force himself on me but after watching him indifferently trash my apartment I was wishing that he would do whatever it was he wanted to do and go. I stood helplessly fuming as he rummaged through my belongings. I couldn't...

Butterflies

by marybethsanford on Sep 15, 2017
Transsexuals & Crossdressers

There were a lot of good reasons to be out this early, but none as wonderful as seeing this first Giant Swallowtail awakening, and John smiled as it moved. Magnificent, he whispered, in awe of this giant as it slowly unfurled it's Forewings against the sun's morning warmth. It was, as they always were at this time of day, lethargic and calm. "Papilio Cresph...

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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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...

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...

Winning Big in Las Vegas

by marykay9 on Feb 6, 2018
Transsexuals & Crossdressers

I was in Las Vegas staying at one of the "lesser" hotels, playing the slots to kill time waiting for a "Shemale" show to take place. I thought that the review would attract other transvestites like myself and hoped that I might get up the nerve to wear my feminine clothes and mingle with other genetically challenged ladies. Unfortunately, a normal crowd surr...

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...

Pro Domme Assignment Pt. 01

by Dprboy4Dominant on May 7, 2019
BDSM

I once served a daddy dom for quite a while and he set up a meeting with a Pro Domme for me. The following is part 1 of the email report that I sent to him. You had scheduled me to meet Head Mistress S at 5pm so at 3:45 I showered thoroughly, re-shaving my entire diaper area as you directed. I tried hard to scrub around the base ring of my chastity and spr...