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The Great Babysitter Scam

  • Writer: Tara Obner
    Tara Obner
  • Jul 21
  • 5 min read
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Growing up with my brother Troy, who is five years older than me, was a whirlwind of constant pestering and frequent fights that somehow became the soundtrack of our childhood. Despite the age gap, our days were filled with playful teasing, relentless bickering, and occasional bursts of frustration that only siblings can truly understand. Whether it was competing over a game of ping-pong, arguing about whose turn it was to do the dishes, or interrupting each other when we had friends over, we never seemed to run out of reasons to spar. Yet, beneath all the noise and petty squabbles, there was an unspoken bond that only grew stronger with time – a blend of rivalry and deep affection that shaped who we are today. Looking back, those moments of childhood conflict were not just fights, but the messy, imperfect foundation of a lifelong friendship forged between siblings.


When our parents went out on Saturday nights, it automatically became Troy’s dreaded job to babysit me, and truth be told, neither of us was thrilled about it. Troy preferred spending those evenings hanging out with his friends rather than being stuck at home playing babysitter. As for me, being the little sibling, I wasn’t exactly thrilled either – Troy had a knack for bossing me around or smacking me upside the head whenever I asked him to play a game with me. Our attempts at entertaining each other usually ended in bickering, awkward silences, or sitting in the basement watching television while we both counted down the minutes until Mom and Dad came home.


One evening, Troy chose to watch a horror show on television, and despite being scared of such things, I insisted on watching it with him. I clearly recall a particular scene where eerie music played softly as a couple slept peacefully in their bedroom. Suddenly, a hand emerged slowly from the wall behind their bed, reaching toward the sleeping woman. I was frozen in shock, my heart racing as the suspense mounted on screen. Meanwhile, Troy sat there grinning, clearly amused by my fearful whimpering. That night, the chilling images lingered in my mind well after the show ended, making it difficult to fall asleep, as every shadow and corner of my room seemed to harbor some lurking menace.


Another night I will never forget, Troy chose to pull a prank that truly frightened me. While I was quietly reading in the living room, a sudden scream from Troy in the kitchen startled me. I sprang up from my chair and rushed to him. His face was contorted in apparent pain and his shirt had a large red stain smeared across the side he was clutching. My heart pounded as waves of panic washed over me – I could hardly believe what I was seeing. Shaking and anxious to help, I grabbed the phone to call Grandma. Then, behind me, Troy burst out laughing, revealing that the red stain was just ketchup. The shock of discovering it was merely a prank soon gave way to a mix of relief and irritation; I promised myself I would one day get back at him for his stupid jokes.


As I got older, Troy seemed to become increasingly mischievous whenever he babysat. One event remains forever etched in my mind: knowing he was responsible for babysitting every Saturday night, Troy decided to increase the excitement with a classic prank. Aware of how easily frightened I was, he enlisted his friend Jesse to sneak into our home, hide inside the porch closet, and wait for the right opportunity. While Troy was busy making no-bake cookies in the kitchen, I casually passed the closet on my way to the bathroom. Suddenly, the door flew open, and Jesse leapt out with a loud scream, causing me to recoil in shock before bursting into tears. Troy was terrified that I would report the prank to Mom and Dad, so he bribed me with a dollar to keep quiet. Although I was only ten then, I immediately recognized a money-making opportunity. Thus, a plan took shape!


In the beginning, Troy’s practical jokes sent chills through me, making every creak and shadow in the house seem like a looming threat. However, as time passed, I grew savvy to his schemes, and his pranks no longer unsettled me. Yet, I discovered a way to turn the situation to my benefit by persuading Mom and Dad that I was still too scared to be left alone. I spun a believable story about strange noises and imagined footsteps that stirred their protective instincts even more. With a bit of theatrical emotion and some perfectly timed tears, I succeeded in convincing them I still needed Troy to babysit me on Saturday evenings. This clever little ruse meant my piggy bank would soon be stuffed with cash.


As our parents drove out of sight the next Saturday, I looked at Troy with a sly sparkle in my eye and laid down my condition: if he wanted to go out and enjoy his night, he had to give me his babysitting fee first. It was a small but empowering gesture, showing him I wasn’t truly scared to be alone, but he had to keep this arrangement under wraps if he wished to spend Saturday nights with friends. Troy paused momentarily, debating his choices, but eventually consented, sliding five dollars across the kitchen table. This transaction went beyond money; it was a subtle form of revenge for all the annoying pranks he had played on me during his stint as my babysitter.


That evening, when Mom and Dad returned home, Troy and I immediately slipped into our best performance, acting as if we had spent the entire night together. We carefully crafted a tale that would convince our parents and mask our true activities. Beneath the surface of our calm recounting, excitement and anxiety simmered as we narrated the evening, being cautious to avoid any mistakes that might reveal our secret. In reality, we had spent the night apart, yet I couldn’t resist adding colorful details about the enjoyable moments we supposedly shared – laughing at silly jokes, watching television, and snacking – intending to create an image of a simple, carefree night. That night was a subtle blend of truth and fabrication, a kind of secret collaboration unique to siblings.


From then on, our Saturday nights developed a new pattern. Troy went out with his friends, feeling lighter knowing he had fulfilled his obligations, while I remained at home, a bit more grown-up and prouder with a few extra dollars in my pocket. Although the playful conflicts between us never completely disappeared, they evolved into an unspoken balance – a give-and-take rhythm exclusive to siblings. Where there had once been fear, I now showed confidence in standing up to Troy’s antics, and he, in turn, began to quietly respect his little sister who was no longer a frightened little girl. Those Saturdays, marked by mischief, compromise, and laughter, became some of the most cherished moments in our shared history – a time when rivalry and friendship intertwined, forging the bond that would support us through countless nights to come.

ree

 
 
 

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