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Babysitting the Babysitter

by Brooklyn Mayflower

Smashwords Edition

Copyright © 2018 by Brooklyn Mayflower, Smashwords Edition

All rights reserved. No part of this publication may be reproduced, distributed, or transmitted in any form or by any means, including photocopying, recording, or other electronic or mechanical methods, without the prior written permission of the publisher, except in the case of brief quotations embodied in critical reviews and certain other noncommercial uses permitted by copyright law. For permission, requests write to the publisher at


Characters in this book who engage in sexual acts are consenting adults. Characters are not based on real persons. No intention is being made to encourage any action which is unlawful. This story is a work of fiction. Please have sex responsibly, legally and safely.

Table of Contents

Chapter 1 – A Naughty Girl

Chapter 2 – A Silly Girl

Chapter 3 – Hairless Kitty

Chapter 4 – Bath Time

Chapter 1 – A Naughty Girl

It was pretty strange when Mr. Rodriguez asked me to babysit his adult daughter while he and his wife went out of town. First off, Mr. Rodriguez knows that I’m a heterosexual guy and it’s pretty unusual to have a male babysitter. I know that not all guys are perverts or anything—and there’s plenty of women with taboo thirsts—but it’s just unusual. Granted, I’ve known the Rodriquez family for several years now and I’ve helped out Mr. Rodriguez with various choirs around his house, so perhaps he just trusts that I won’t put the moves on his daughter.

The second reason I was taken aback by the offer to watch over Tabitha is because she just turned 18 two months ago. Even though she was a full-grown adult, Tabby seemed to enjoy acting silly, youthful and innocent, like she was just a little girl. Mr. Rodriguez explained that Tabitha was grounded for staying out too late with her friends, and he wanted someone to make sure that she wouldn’t leave the house while they were gone for a week visiting family down in Mexico.

I agreed of course. Not the least of which being because Tabitha was absolutely stunning. She was 4’11” with long dark hair, tiny breasts and an ass that could fit in the palm of your hand. He basically told me to treat his house like it was my house for the next week. It was more like I was going to be enforcing a house arrest on Tabitha, rather than actually babysitting.

It was pretty strange the way he told me this, because his descriptions were very graphic. When he had knocked on my door and asked if I would babysit his eighteen year old daughter, I was shocked and said, “I can do it Fernando, but I don’t know if I’m the best choice.” I wanted to ask him, “Why would you want a grown man to babysit your daughter?” but I bit my tongue.

“Well…may I come in?” he asked. “Of course,” I replied.

I took a seat in my chair and he sat on the couch in the living room just a few feet from me. Fernando furrowed his brow with a distraught look on his face. “As I mentioned to you yesterday, Tabby has really been acting up. I just don’t want her to turn out like some of these girls do.”

“I can understand that,” I said. Of course, I didn’t have a daughter of my own, but I tried to sympathized with him.

“I think she’s been putting on a mask of girlish innocence so I don’t suspect what she’s been up to behind my back, Rich,” he paused for a moment, as if trying to figure out what to say next. “I think my little girl is hanging out with the wrong crowd. The other night she was supposed to be done babysitting by 11:00pm but she didn’t come home until almost 2:30am.” He paused again. “She’s very pretty you know. I think a lot of men and boys her age just look at her and think of what it would be like to pull up her skirt, grab her by the waist and fuck her tight little pussy.” When he said that he gestured as if his daughter was in front of him, and it was him that pulled her down into his lap to penetrate her.

“Do you know what I mean?” he asked.

I was so shocked that he had spoken this way about his daughter, that at first I couldn’t respond. Finally, I said, “Yeah…I…uh…know what you mean.”

“I don’t know where she was the other night when she stayed out late.” Fernando stopped again, scooted to the edge of the couch and leaned forward, and looked me straight in the eye. “If a man was alone with my daughter for a long time…well…she’s so young and pretty, that I think any man would find it hard not to just want to grab her by the head and shove his dick into her mouth—especially if someone taught her how to deep throat. You know what I mean?”

Again he gestured as if his daughter was on her knees in front of him and he was the one that was face-fucking her little mouth.

I didn’t know if he was trying to test me, or not. Was he trying to bait me into admitting that I wanted to fuck his young daughter, or that I already had? At that point I didn’t even know whether or not the offer to babysit his daughter was an invitation to fuck her, or if it was just a dangling-carrot in front of my face to see if I would leap at the opportunity to fuck his teenage little girl.

What he did next almost completely assured me that he was actually inviting me to have my way with his young daughter.

Fernando pulled a smartphone out of his pocket that had a pink case. “I’ll show you what I found on her cellphone. I got this for her for her eighteenth birthday, just two months ago, so all the pictures on here are recent.” He leaned forward to hand it to me. “She’s not allowed to have it while she’s grounded, so just hold onto it.” I took the phone from him.

“Scroll through the pictures,” he said, leaning back.

On the screen was a picture of his daughter only wearing panties. She had beautiful light tan skin and dark areolas. She looked like a little Latina angel. There was a whole assortment of pictures, and the first two dozen or so looked as if she had taken them herself. I arrived at one where she was riding her teddy bear naked. It felt strange to see my neighbor’s young daughter like this but I wanted more.

Eager to see the next photo, I slid my thumb across the screen to swipe to the next pic. This one was clearly taken by someone else holding the phone. It was from the point of view of a man getting a blow job from Tabitha. The man had held the phone up to his eyes, so when he took the picture looking down at Tabby as she was sucking his cock, it was from he’s point of view. The next picture was from the man’s perspective as well. Tabby was bent over a man’s lap and he was spanking her. Her panties were pulled down to her knees and her ass was red.

“You see Rich, she’s been a naughty little girl. That’s why I want you to babysit.” Fernando stood up. “You don’t have children but I think you know what to do with naughty little girls,” he said as he walked toward the door. “I’ll see you tomorrow at noon, when we take off for the airport. Enjoy the pictures.”

Fernando left to go back to his house next door. He knew he had me. He was obviously offering me an opportunity to fuck his daughter as much as I wanted to, and I would have her all to myself for a whole week while he was gone. I don’t know any man who could resist that kind of offer—she was just a petite little teenager. As I examined the pictures more, although you could never see the face of the man in the picture, I knew from his clothing and the skin complexion of his hands and arms, it was Fernando fucking his daughter.

Clearly Fernando had a family secret, and for whatever reason he thought it appropriate to share it with me.

With an erection raging in my pants, I was honored.

Chapter 2 – A Silly Girl

The next morning I gathered a few things to take over to Fernando’s house while I was “babysitting” his daughter. Ever since he had left the house I must have masturbated at least a half-dozen times. I couldn’t stop thinking of how awesome it would be to have the chance to fuck his little girl as much as I wanted for a week…and perhaps even more after Fernando and his wife returned from their trip. I kept imagining that she was my little girl, and I was her daddy, and I could do anything I wanted to her…whenever I wanted.

The picture of Tabby riding on her teddy bear, naked and happy as can be, really got me going. I wanted to feel what it was like to be that stuffed animal, right beneath her bald pussy.

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