UltraMegaCool
Fandoms
- Original Work (4)
- No Fandom (4)
Recent works
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From big brother to little sister - Kevin's journey into diapers by UltraMegaCool
Fandoms: No Fandom, Original Work
22 Sep 2025
Tags
Summary
Nia comes up with a plan to slowly diaper and feminise her older brother, Kevin while on holiday. Step into the shoes of Kevin on his slow descent into diapers, dresses and everything in between. Other characters include Nia's friend Millie, Kevin's (your) best friend, Don, and their respective parents. Kevin has to try his best to hide his diapered situation from Don and anybody else around. Past a certain point, he begins wondering if maybe he is actually starting to need diapers...
This story has admittedly gone through a few stages of inactivity and then back to stages of actively working on it since i've gone through periods of struggling to find time to work on it and periods of struggling to work on it. As of now i'm getting back to working on it and i've published another chapter finally, and the next one shouldn't be too far off.
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Tags
Summary
Luke accepts a bet from a girl named Annabelle at a party that he ends up losing. A week later he goes over to Annabelle's house, and for his forfeit, he gets put in a dress and diaper. The following 24 hours consist of being forced into diapers, cross-dressing and humiliation at the hands of Annabelle and her friends.
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Kyle's Overnight stay with the Cousins - Diaper Story by UltraMegaCool
Fandoms: No Fandom, Original Work
24 Dec 2024
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Summary
Kyle and his sister Olivia get left on an overnight stay at their cousins house. Kyle has an accident on the drive there, and due to a lack of spare clothes, he's forced to wear a set of his cousin's old girly clothes, including a skirt. After that, he has multiple more accidents and ends up in pull-ups and then diapers.
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James's babysitting gone wrong - Diaper Story by UltraMegaCool
Fandoms: No Fandom, Original Work
12 Oct 2024
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Summary
James is a teen who decides to try his hand in making some money via babysitting, his mom quickly gets him a babysitting job babysitting 4 girls with the ages of 8, 10 and two 12 year olds. However they, annoyed with James about some rules that he actually didn't make, specifically involving pull-ups, turn the situation to their advantage and they get him to wear pull-ups and dress as a girl for the remainder of his stay.