Babysitter In Diapers Stories

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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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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...

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...

Babysitter Challenge

by CopyCat13 on Sep 14, 2017
Exhibitionist & Voyeur

Some girls just need a little kink in their lives and Amy is one of them. For the last couple of weeks she's been going to an online chat room and getting naughty challenges from online strangers. Most of them have been either really tame like going commando or else way too extreme like getting "Sperm Bank" tattooed across her face. But every once in a while...

Sable Submission Ch. 00

by MasterLordB5 on Sep 12, 2017
BDSM

My name is Nicole Boerman, I am a submissive and a unicorn to my Master and Mistress. I am these things willingly, freely and happily. I serve my doms because it gives me pleasure to do so. Their pleasure is my pleasure. I have given myself to them and in taking me they have given themselves to me. My Mistress, Precious who's 25 is the wife and slave of...

Bobby's Babysitter

by 0ra11yfix8ed on Sep 15, 2017
Toys & Masturbation

The first time I saw Bobby he was about eighteen months old and I was eleven. Bobby and his mom lived a crossed the hall from mom and me. Bobby's mom was single but not by choice; she was a war widow; a victim of Viet Nam like my mom. Our mothers were students at WMU in Kalamazoo. Mom and I watched Bobby during the evening if Sarah, Bobby's mom, had to work...

Babysitter Cupcake: MILF Cuckqueaned

by silkstockingslover on Feb 26, 2019
Fetish

Summary: College girl seduces wife and then fucks husband. Note 1: I have been asked by a number of people for a couple of years to write a cuckquean story (which made me look up what cuckquean means). I had begun attempts on one a couple of times over the past couple of years, but I set them aside when the plots didn't work. Then after a few more requests...

Bad Little

by smexykitten234 on Sep 17, 2017
BDSM

Author's note: hi, I'm tori. This is a half function half non-fiction relating of how my and my Daddy's life is. If you really like my story I'll do more. Any help or comments are welcome. I'll be more than appreciative. I am very thankful for the editing help and add on to my story by John, one of the very awesome editors here on Lit. Everyone is 18 years o...

Misadventures in Babysitting

by MsIncognito810 on Jan 16, 2019
Erotic Couplings

Author's Notes: This is an unconventional sexual situation story, but one that many people probably daydream about - the student and teacher. In this story the relationship is consensual, and the partners are eighteen or older. Please review and let me know what you think! ooOoo My boyfriend Rick and I were supposed to be going out for our one-month anni...