Diapered Sissy Stories

6,743 results
Orientation
Length
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Infinite Scroll

Senior Week Day 01

by Good Burger on Sep 14, 2017
Fetish

Amanda was so excited. She had just graduated from high school, and was spending her first week of freedom with her boyfriend, Eric. They had rented a cabin in the mountains for a week and they had it all to themselves. Amanda and Eric had been together since Sophomore year. Recently, it felt like they had just been going through the motions, and this week w...

Monica, the Diapered Nymphomaniac

by bubblebuttdiapers on Oct 7, 2019
Fetish

Monica bit her lip. She closed her eyes and moved both hands up to caress her breasts, covered by a thin layer of sun dress fabric. Then, she spread her feet apart and released the warm liquid her bladder was so desperate to void. With flood like force, her diaper began to swell. She enjoyed the sight of the white crinkly plastic grow into a yellow mound aro...

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...

The Diaper Spa Pt. 09

by clazzjoud on Aug 7, 2018
Fetish

It was the end of the day at Padded Bliss and Megan had gathered everyone together for the "Poop of the Month" announcement, honoring the Diaper Specialist who had dropped the biggest load in her diaper that month. It came with a plaque to be hung on the wall, plus a free case of diapers of the winner's choice. That month's victor was Maria, who eagerly ac...

The Diaper Spa Pt. 11

by clazzjoud on Jan 28, 2020
Fetish

Everything was set for Ashley's surgery and her last day at Padded Bliss had finally come. Angela had been training her to get used to the toilet, even when she didn't have to go. To make it easier, Ashley had switched to pull-up-style diapers. Though she was still having accidents, both wet and messy, Angela was impressed by just how well she was adapting t...

Lessons Learned

by FeistyLilKitten on Sep 14, 2017
BDSM

The phone rings and I sleepily reach over to answer it. Who would be calling me at this hour? I looked at the clock. It read Five AM. I pick up the receiver and answer with a half asleep tone in my voice. "Hello?" "Slave I want you prepared for my return. Do I make myself clear?" "Yes Master." I reply. Now fully awake. "Good." He says and hangs up. I...

A Very Shameful Punishment Ch. 21

by lesliejones on Nov 5, 2018
Fetish

This story includes some fairly major disciplining, as well as bodily functions, so if that offends you, please read no further. All characters are over 18. ***** Eleanor brought her older sister Meredith back to the apartment shared with Sgts. Denise and Linda after the two had visited the ladies' room at The Lounge where Eleanor spanked and caned her sis...

It's Just Business

by NaughtyBaby25 on Sep 14, 2017
Fetish

The cab door opened and a long leg swung out, the black Chanel high heel clicking as it touched down on the concrete sidewalk. The long slender leg was just the beginning as a beautifully 5'8" slender brunette pulled her way out of the taxi and looked up at the impressive brownstone building. It was a beautiful building and she knew it well, thinking on the...

Babying the Babysitter

by strictabdaddy on Sep 19, 2017
Fetish

It all began when I asked Shira: "Have you been a good little girl?" My wife had been dreading this moment for hours. Indeed, she had known about her impending mortification for days. Even so, she began to blush and cry at once. It was bad enough to be treated like a baby, but to be treated so in front of her best friend was particularly humiliating. Man...

Mother Mistress Ch. 04

by JamesLacy on Sep 17, 2017
BDSM

This story is the property of the author. It is not to be changed in any way, nor published or shown at other web sites without the permission of the author. Feedback and comments to; James Lacy at the address in his profile. All comments appreciated. * * * * * It was the following weekend, after Susan and Patrick met Aunts Jane and Martha. Agnes planned...