Messy Diaper Boy Stories

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Pro Domme Assignment Pt. 02

by Dprboy4Dominant on May 7, 2019
BDSM

I was shocked and embarrassed and immediately put in headspace from her direct words. Embarrassed not only by my very full diaper but that I had been caught disobeying a direct order. Head Mistress S walked over to me as I hurried to get back on my knees. She was dressed in a very beautiful business suit. She came very close to me, wrapped her hand around my...

How I Became My Neighbor's Diaperboy Ch. 03

by dl2424 on Sep 19, 2017
Fetish

Miss Hunt returned a short while later still dressed in her panties and garterbelt. "What have you been up to diaperboy?" she asked with a big smile. "I uh.. nothing really MMMMommy," was all I could manage. My diaper was really full and she was sure to notice rather quickly what I had been up to. "Have you noticed all the mirrors in this room?" she asked...

Me First, Baby

by CandaK on Aug 21, 2018
Fetish

I lay in bed waiting for you, only wearing a blanket to cover from others that may enter. Knowing what you have planned, I hide my erection under the blankets so no one will see it. The jingle of your keys upon the desk signals that you are here. My cock twitches in anticipation as I squeeze the blanket tighter and begin blushing. You open the door and step...

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. 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...

Senior Week Day 02

by Good Burger on Aug 31, 2017
Fetish

I woke up in bed alone. Amanda must've gotten up before me. I still can't believe she went along with my diaper fetish. I hope we can do this more often. Oh shit, I forgot I put one on too. Before I could wake up completely, she walked into the room. Amanda's gorgeous. Her blonde hair caresses her shoulders and she's very thin. She was already dressed, weari...

Mistaken Identity

by goodlittleboysub on Sep 17, 2017
BDSM

I awoke to find myself naked, hanging from the ceiling by two hooks. Dazed and confused, I tried to lift my weary eyes. The last thing I remembered was walking out with that hot girl from the bar. Was I drugged? I felt misty and couldn't seem to focus. Suddenly, I realized that I was naked and in a strange place. In front of me, drinking wine from a glass, w...

Jessica's Messy School Day

by diaperstories27 on Aug 17, 2020
Fetish

Your name is Jessica. You abruptly wake up from a peaceful slumber thanks to the sound of your own gurgling stomach, and you quickly realize that you need to poop. You groggily stare at the ceiling for a few seconds as you reflect on your decision to eat at that suspiciously cheap Chinese restaurant for dinner last night. You rise from your comfy bed and slo...

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The Diaper Spa Pt. 08

by clazzjoud on Jul 25, 2018
Fetish

Angela Rivers had gotten so used to sleeping alone, that feeling the bare touch of another person's hand on her skin jolted her awake. She saw Judith sleeping peacefully beside her and felt at ease. The two of them had been going steady for the last couple weeks, and this was the first time Angela had spent the night at Judith's. She felt even calmer looking...

The Diaper Spa

by clazzjoud on Dec 17, 2017
Fetish

The sign reading "Innovative New Relaxation Treatment" was all Angela Rivers need to enter. She'd been feeling constantly restless for the last couple months. Her recent promotion to sales manager came with more money, but also more responsibilities. She had to let several people go to save money. While it was the right call, it also made her worry about hav...