The Babysitter's Secret Crossdressing: "She" gets caught by dad's friends

By Jessica Cockburn

Follow the journey of a young man who discovers his hidden desires as he indulges in secret cross-dressing and forbidden pleasures while babysitting for his parents' friends. Watch as he explores the limits of his sexuality and identity, culminating in an "explosive" scene when he gets caught.

• Language: English
• Publisher: Jessica Cockburn
• Release date: Aug 19, 2023
• ISBN: 9798215035245

Book preview

The Babysitter's Secret Crossdressing

She gets caught by dad's friends

Copyright 2023 Jessica Cockburn

Published by Jessica Cockburn at Smashwords.com

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Table of Contents

Prologue

Chapter One

Chapter Two

Chapter Three

About the Author

Connect with Jessica Cockburn

Prologue

Author's note: All characters depicted in this work of fiction are 18 years of age or older.

Sometimes it can be challenging to find ways to make extra money during summer break from college. I faced a similar struggle when looking for work. That's how I ended up babysitting in the evenings. I know it's typically seen as a job for teenage girls, not a nineteen-year-old guy who should be out enjoying his nights. But, it was an easy way to earn some cash.

With my parents being young for their age, it was hard to believe that they were younger than me when they had me. This meant they had friends with young children who simply needed someone to be in the house while their kids slept. All I had to do was watch TV, help myself to some food from the fridge, and maybe enjoy a drink from their stash. It was quite an ideal job, all things considered, even if it did invite some gentle teasing from my friends.

There was one more advantage to this gig. I'll admit, I'm a curious person, always eager to explore and get a better sense of who people are. I found myself drawn to snooping around the houses of my parents' friends, going through their belongings, including their most private ones. Naturally, I soon discovered that the most intriguing place to snoop was in the wives' panty drawers.

I've always had a fondness for