Diaper Babysitter 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...

Babysitter’s Helping hands

by StanS55 on Apr 22, 2025

Note: all characters depicted are 18 or older. Jake juggled the bottle, the dirty diaper and a chest full of frazzled new father nerves. The baby was always relentless just before bed, but tonight felt extra challenging. His wife Jennifer slept through it all however, snuggled under a warm blanket of pain killers and disinterest. She was never into the idea...

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The Babysitter Ch. 07

by MsTeacher on Sep 25, 2017
Erotic Couplings

Finals completely consumed my life, for the month following my drunken escapades. They were the perfect distraction from Shane's statement; that he had bought a house in the very same town that I would be moving to. Did he mean for us to live there together? Was it going to be his bachelor pad; a place to escape his wife and continue a trivial affair? Every...

The Babysitter Ch. 02

by MsTeacher on Sep 25, 2017
Erotic Couplings

I woke up early to the sound of Bobby playing in his crib. I lay in bed for a few seconds after I heard him. I stretched my arms out over my head and then slipped them under the covers. My hand instinctually went to my breast. I was naked. I must have just got into bed after I took a shower last night. I didn't even remember getting out of the shower; I was...

The Babysitter

by Lonedaddy on Sep 18, 2017
First Time

My wife and I live in the valley, just outside of the city. We thought it would be a nice place for a younger couple to raise a family. We bought a two story house with an attached garage. It needed a few minor cosmetic repairs, but nothing major. After some paint and building a new deck out back, it looked really nice. My wife Rose, is the manager of one...

The Babysitter Did It Ch. 03

by suomynona69 on Sep 12, 2017
Erotic Couplings

Disclaimer: All characters in the following story involved in any sexual activity are 18 years old or older. Request: Take 2 seconds to vote on the story or better yet, 2 minutes and leave a comment - Thanks! *** Crap. I had been so looking forward to coming home at lunchtime on Tuesday. I got hard every time I thought of Monday's escapade with Krissy ti...

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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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...

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 **************************************...

Dearest Julia (A Diaper-Girl Story)

by strictabdaddy on Jan 22, 2020
Fetish

Dearest Julia: I can't believe that these five months have seen us (heretofore inseparable!) twins parted, but I'm thrilled that the time for you to return to the states is almost here. To answer your most recent question, "Yes, I will indeed be on the dock to meet you, and yes, I'll be sure to have a taxi and porter at hand." As to "the spot," I appreciat...