Diaper Babysitter Stories

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Orientation
Length
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Infinite Scroll

My Life As A Diaper

by AJameson on Apr 29, 2025

To begin, decide the specific details of your own character. Age, race height, weight, sexual orientation... all up to you.What's next? Aaron, Grad Student Kelly, Businesswoman Brett, High Schooler Rebecca, Teacher Charlotte, Maid A fictio...

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Babying the Babysitter

by strictabdaddy on Sep 19, 2017
Fetish

It all began when I asked Shira: "Have you been a good little girl?" My wife had been dreading this moment for hours. Indeed, she had known about her impending mortification for days. Even so, she began to blush and cry at once. It was bad enough to be treated like a baby, but to be treated so in front of her best friend was particularly humiliating. Man...

Sarah's Playground

by Maddiethedog22 on Apr 22, 2025

As I look around the park near my apartment, I can't help but appreciate how beautiful the weather is today. The sun is shining and there's a light breeze keeping it warm, but not to hot. It's perfect tank top and skirt weather, and I am taking advantage of that. My name is Sarah Jenkins. I'm 22 years old, blonde, and, if you don't mind me saying so myself,...

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Toilet Training Elizabeth

by lesliejones on Sep 25, 2017
Fetish

For my darling Megs * Kendall stood up before the assembled ladies of her exclusive women's luncheon club and pointed her finger at her daughter-in-law Elizabeth to join her on the stage. Kendall was enjoying herself immensely and looked forward to this little presentation. Meanwhile her daughter-in-law, at 25 only a few years younger than her dominating m...

Furthering My Education

by jimmysub on Sep 15, 2017
Fetish

Well I had to go back to Community College to take some child development courses as my wife and her lover are planning on having a child together. This is part one of the adventure. I really don't like this idea but what my wife says go. Her biological clock is ticking and she has been with the same lover, Mr. Steve for about 3 years. So Debbie is going to...

Mandy's Sexcapade: The Hot Babysitter

by Syzoth on Dec 11, 2018
Group Sex

Author's note: this story was originally posted as "Mandy's Sexcapde: The Hot Babysitter". Due to overwhelming positive feedback, I've decided to make "The Hot Babysitter" into its own series, which will run concurrently to the "Sharing My Wife Amanda" storyline. Thank you for taking the time to read my works! -Syzoth **************************************...

Weekend Discovery Ch. 1

by pandorasbox on Sep 12, 2017
Erotic Couplings

My name is Victoria, I am a single 24 year old woman, 5’9” and I weigh 110 pounds. Long blond hair and I have beautiful green eyes. *smile* I have an average bust and a tight fit body that I like to regularly work out in aerobics three times a week. I wanted to share with you an amazing experience that I’ve had. I went to a girlfriend’s house this weekend t...

Becoming Julie's Governess Ch. 06

by susangreenway on Jul 29, 2019
Fetish

[This story will make more sense to you if you read the first five chapters. However, it can also stand on its own. It does contain a good deal of activity relating to bodily functions and some spanking and discipline, so if these are not things you like to see, read no further. All characters are over 18.] ***** While Lesley enjoyed becoming her mother's...

A Special Photo

by Rumple Foreskin on Sep 16, 2017
Romance

note: My first Romance submission "Moonlight & Revelations" was for the current Nude Day writing contest. Its reception was so positive, I decided to inflict one more, non-contest, sample of my scribbling upon this otherwise upstanding category. While this is a work of fiction, your comments and votes are real and will be appreciated. RF === Sensual and se...

The Sitter

by taylorsam on Sep 26, 2017
Loving Wives

This is a fantasy that is a little based on a friend's tale to me. I took the concept and with the help of my hubby added some new twists and turns. Hope you enjoy. ***** My name is Lori Thomas; I'm 28 and have been married for six years to my college sweetheart Drew. Two years ago I gave birth a boy, Tommy, and became a stay at home mom. I'm a short woman...