Diaper Boy Stories

105,900 results
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Infinite Scroll

The Diaper Confession

by paddedpervert on Sep 12, 2017
Fetish

I always enjoyed the nights when my husband was out. It was pure relaxing bliss -- I could do whatever I felt like, lounge about in whatever (lack of) clothing suits me, masturbate as much as I want, watch whatever kind of porn I want, anything. Meanwhile I know he's away getting something he needs. It wasn't always like this. He used to be very pushy in be...

My Diapered Boyfriend

by DiaperWriter on Sep 14, 2020
Fetish

We held hands as we kissed, and my well-developed breasts pressed against him the first time I made him cum in his diaper. In our senior year, everyone at school new about Bobby's damaged bladder that required him to wear diapers. He had some friends, but he steered clear of girls like me who intimidated him. He had caught my attention though during PE where...

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...

How I Became My Neighbor's Diaperboy Ch. 01

by dl2424 on Sep 19, 2017
Fetish

My parents had left town for the week and I meant to have alot of fun. Little did I know where that fun would be found. I had been home for most of the summer after my first year of college and I was a little tired of some of my parents house rules. It wasn't that they were outrageous, they just made me feel like a little child. They wanted to always know...

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...

Hitching a Ride

by Stillherer on Mar 12, 2019
BDSM

Stan had on the wrong shoes. The wrong coat. No scarf. No gloves. And it was freezing out. And standing on the side of the highway in the slushy snow was getting old. Fast. But a girl had invited him to come down to Peoria to see her and he wasn't going to pass on the opportunity to "see" Lois. He had met Lois at summer camp where they had both been camp ju...

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...

Beat Off Boy in Diapers

by beatoffboy on Sep 19, 2017
Fetish

To get the background for this story, you should read my first story - Little Beat Off Boy. For those that haven't read it, basically it tells how I met my girlfriend and she made me beat off for her. I should tell you that Jean is about 5' 8" and very athletic. She has 34 C breasts, long brown hair and a nice tight athletic body with an ass that won't quit....

Opening Up: Morning

by LaDonnicciola on Nov 27, 2017
Fetish

Hot, dick-throbbing dreams filled Aaron's head as he slept. The fact that he did so in a pretty blue diaper full of his own piss and cum only made the dreams more arousing. He awoke early in the morning to find his hand down the front of the diaper, which bulged with his morning erection. He glanced at Helen, who had shed her sexy clothing during the night a...