Messy Diaper Boy Stories

115,883 results
Orientation
Length
Source
Infinite Scroll

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...

Raising Alex Ch. 03

by QueenConsort on Sep 16, 2017
Interracial Love

Mitch hadn't slept a wink all night. Instead he'd tossed and turned in frustration, and he suspected that he would probably suffer for it. He had been out like a light as soon as his head hit the pillow but the soft murmur of Alex fussing in the middle of the night had pulled him out of his peaceful reverie. Mitch was pretty sure Alex just needed a diaper...

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...

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...

Prince of Darkness vs Prom Queen 04

by coldhands_warmheart on Sep 18, 2017
Romance

coldhands_warmheart © 2013 The sequel to Prince of Darkness v Prom Queen 1, 2 & 3 Chapter 1 The Little Prince of Darkness There was a new Dominant in the house. Matthew Donovan Corbett Born: October 11th Proud Mom: Laci Corbett Panicked Dad: Donovan Corbett Au Pair & Unofficial Big Brother: Victor By all accounts he was a remarkably good-nat...

Slave Immigrant Ch. 27

by OldGuy1026 on Sep 14, 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 I become an Unskilled Labourer or a Sex Slave. I guess Human Recourses had figured out pretty good. All those years in BDSM chat-rooms and websi...

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...

Naughty Naomi Ch. 06

by toocold on Sep 19, 2017
Fetish

This story carries on directly from part 5, so maybe read that first. This story also gets dirtier, so if a little vomit and quite a bit of scat are not your thing I'd turn back now -- fair warning! Everyone's over 18, this is a fantasy with wildly irresponsible and unlikely behaviour, be good to each other, etc... When she arrived home, Naomi learned three...

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...