The Most Sarcastic Jack-o-Lantern in the World

One October, twenty-something years ago, I was a five-year-old boy sitting at the kitchen table staring at a pumpkin. By the end of the night, I would have a jack-o-lantern to call my own. There was no such thing as a child-friendly pumpkin carving knife in the early 1980s, so the most that I was allowed to do was draw a face on my pumpkin, and leave the actual carving up to my grandfather.

Not understanding the strategic disadvantages of drawing on a pumpkin with a ballpoint pen, I did what kids do and gave it a go with the first pen that I could find. Even as a child with a five-year-old sense of aesthetics, I was severely disappointed with my efforts. The triangle eyes were lopsided and round. The triangular nose was centered, but was equally awkward. Worst of all, though, was the mouth.

My intention was to give my jack-o-lantern a wide grin with vampire fangs. I started with the top half of the mouth and drew two prominent fangs that any vampire would be proud of. Then came the bottom half. I started on the left side of the mouth and carefully formed the bottom lip of the smile. As I was arching the pen underneath the top half of the mouth, my pen slipped at the most disastrous moment, and my pen stroke scribbled through the sharp angle that was supposed to be the first fang. I stared horrified at my disfigured jack-o-lantern and slowly came to accept the fact that Halloween had been ruined. Forever. Angrily, I stabbed the ballpoint pen back into the rogue mouth line and scribbled haphazardly with disgust, great frustration, and kindergarten angst. I threw my pen down onto the table and stormed out of the room.

My father let me cool down for about twenty minutes and then called me back into the kitchen. When I reentered the room, my brother, Jonathan, was still designing his own jack-o-lantern, and my grandfather was seated across from him, busily carving the pumpkin that I had so furiously abandoned. After a few halfhearted attempts to stop my grandfather, the pumpkin was carved, smiling defiantly at me with its hideous grin. I didn’t have the verbal or emotional vocabulary to express this at the time, but as I stared at that orange sphere of immortalized failure, I was overcome with a mix of feelings. I was ashamed of my terrible illustration, and I was embarrassed that my grandfather had so lovingly interpreted my ridiculous scribbling as an honest and credible attempt at self expression. That jack-o-lantern was just as much a testament to my temper and my propensity to quit as it was a testament of my grandfather’s support for his grandson: the young, budding artist who would one day embark on an earnest quest for true inspiration.

Of course, I was five at the time, and I didn’t have the capacity to express all of that effusive sentimentality. I was just a kid staring at the most sarcastic jack-o-lantern in the world, trying my best not to punch a hole through that stupid, taunting face. I guess I’m old enough to say this now, so I might as well say it. When I look back on that day as an adult, I remember those moments with good humor, and with an overwhelming sense of gratitude. Thanks, Grandpa. Happy Halloween.