Diaper Boy Gay Stories

117,338 results
Orientation
Length
Source
Infinite Scroll

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...

Space Camp Ch. 03

by kcunningh on Sep 14, 2017
Fetish

Disclaimer: All persons in this story are above the age of 18. It should be assumed that all sexual experiences are between people above the age of 18. This story includes diaper wearing as a sexual fetish, diaper wetting and sex between consensual parties all above the age of 18. The girls all tried to wear some sexier clothes that night. Kylie wore a...

A Prom Queen Fantasy

by bluesbirds on Jul 15, 2020
Transgender & Crossdressers

"Aww, isn't this little blue number cute?" Tanya squealed from the other side of the rack. I flinched hearing her voice; we had been shopping for almost 3 hours without a break. This was the first time I had gone shopping with Tanya since she found out about my crossdressing fetish. "Come to this side - let me hold it up to you," she demanded. I meekly co...

The Amazing Betsy Freinlich

by Subtext on Sep 14, 2017
Fetish

When I found out Betsy Freinlich was pregnant, I felt cheated. She had been my first real sexual obsession back in 10th grade. Of course she never knew anything about these feelings since I could never find the nerve to assert myself around her. But she came to hold a special place in my youth and later in my adulthood as it turned out. Betsy was the fresh...

Lonely Man Becomes a Sissy Ch. 02

by rebeldoll on Sep 13, 2017
Transsexuals & Crossdressers

I awoke groggy and confused. I normally wake up in my nice queen size bed. I didn't know where I was. I had had the craziest dreams of me being a woman and getting me ass beat and fucked. Then I realized that it was no dream. I was tied down, my arms in front of me, I was on my stomach, my ass stuck in the air, something holding my feet spread apart, and I s...

The Feared '57' Ch. 04

by lesliejones on Sep 12, 2017
BDSM

[You will likely enjoy this story more if you have read the previous instalments. Please do not read further if you are upset by bodily functions. All characters are over 18 years old.] Janet Saunders finally returned to her apartment that evening still reeling from the humiliation of being punished by Principal Crawford in front of a fellow teacher, Vale...

Postscript: The End to PIG

by fexhominum on Jul 27, 2020
Fetish

Goddess Ashley met me outside of a Panera Bread for the ostensible reason of returning my credit cards to me. She was sitting alone at a small table, drinking a mango smoothie. She wore a white halter top, black shorts, and white high-heeled sandals. Sunglasses stylishly perched atop that luxurious blonde hair. As I approached, I could see her ruminating on...

Tags.

by RicoLouis on Apr 19, 2017
Miscellaneous

As seen below their are many names for the large variety of sexual topics and no real agreed upon list of Tags so I am making a list as best I can to help readers find the stories that interest them. I will be using the most common named tags to make it easier for the readers to find what they like. Below we have an example. Name Stories Blowjob 34...

Open in Reader

Diaper Bound

by StoneMaven on Jul 31, 2018
Fetish

Serena had heard about this place from a trusted girlfriend; during a long and tipsy happy hour, the friend had described this place as a "sex fantasy amusement park/spa." Her friend had given her a simple business card, with only a phone number on it. Serena brushed it off at the time, but after several weeks of wondering, she caved and gave the number a ca...

Three Diapers

by wizard_of_oz on Sep 19, 2017
Fetish

Chapter One: Diapers for Three Alan Bartholomew lay alone in bed listening for the sound he was longing to hear. Torturous minutes passed slowly until he heard the sound of his own front door closing. It was 7:30am and his daughter, Melissa had finally left for work. Nineteen-year-old Melissa Bartholomew had only recently returned to live with her father....