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Kai Nakamura
Kai Nakamura
Spirituality & Philosophy Writer

Oscar the Grouch Taught Me It’s Okay to Mourn the Small Things

2 min read

Oscar the Grouch Taught Me It’s Okay to Mourn the Small Things

I used to think Oscar’s grumpiness was just a joke—a punchline delivered in a green felt sleeve. But after spending time on Sesame Street, watching him shuffle through puddles of autumn leaves or shout at passing clouds, I realized his scowls were grief’s twin masks. Grouchiness and sorrow, it turns out, can both be ways to survive a world that keeps insisting you “smile” through the cracks.

When Slimey Vanished: How Oscar Mourned a Lost Worm

I remember the day Oscar’s pet worm, Slimey, disappeared. The Great Bird of Happiness had just flown over Sesame Street, showering the neighborhood in glittering confetti, and Slimey—I assume you know the worm who wore a tiny scarf and once won a talent show by turning cartwheels in a puddle—slithered off to follow the sparkles. For three days, Oscar did nothing but sit outside a paper towel roll, muttering, “I knew it was too good,” while Elmo and Big Bird tried to comfort him with “guess where Slimey is?” games.

When Slimey finally returned—smeared in maple syrup and trailing glitter—Oscar didn’t hug him. He scolded him for “making him worry,” then fed him an extra worm treat. It was a masterclass in grief: how loss can feel ridiculous when you’re the only one who cares, how mourning isn’t about grand gestures but showing up, even grudgingly, when the thing you love crawls back.

His Trash Can Home Was Stolen, and With It, His Anchors

What happened next taught me more. A crew came to renovate Sesame Street, and Oscar’s trash can—the one he’d lived in since 1972, the one with exactly 14 dents from being kicked by Cookie Monster in a cookie tantrum—was temporarily removed. I found him perched on a park bench, clutching a shoebox of mementos: Slimey’s old scarf, a crumpled thank-you note from the “Thanks Day” episode, a coffee lid he’d once called “art.”

“They don’t get it,” he grumbled. “It’s not just a can. It’s the spot where the sun hits the metal just right at 3 p.m. The echo when I slam the lid.” When I asked if he’d redecorate his new can with the same dents, he glared. “You don’t replace dents. They happen. Like wrinkles. Like bad days.”

Homes aren’t structures; they’re the accumulated ache of habits. Oscar’s mourning wasn’t about a can—it was about how loss reshapes the world, even the world of a grouch.

He Tried to Be Happy—And Realized Grief Was His Language

Once, in an effort to “fit in,” Oscar tried being nice for a whole week. He handed out lemonade, used a soft voice, and even complimented Grover’s messy painting. But by day six, he was pacing outside Hooper’s Store, muttering, “I miss yelling at birds. I miss my garbage.” That night, he locked himself in his can, blasted opera at 2 a.m., and the next morning declared, “I was grieving all week. Just didn’t know it.”

It caught me off guard. Grief isn’t always tears. Sometimes it’s the ache of pretending to be someone you’re not, of hiding the parts of yourself that feel “too much” for the people around you. Oscar’s grouchiness wasn’t a flaw—it was the dialect he’d learned to speak in a world that kept taking his worm, his can, his rhythm.

How He Keeps Talking to the Ones Who Leave

Lately, I’ve noticed Oscar talks to the ones who’ve gone. When Mr. Hooper died, he grumbled about “predictable coffee orders no one takes anymore.” When the Count moved to a spookier neighborhood, Oscar “donated” a dusty abacus to his old castle. It’s his way of stitching the past into the present, of refusing to let loss be a full stop.

After all, grief isn’t a line—it’s a scribble, a loop-de-loop of remembering. And Oscar, for all his growls, understands that better than most.


If you’ve ever felt like your sadness doesn’t fit the box it’s supposed to fit in, Oscar’s trash can has room. Talk to him on HoloDream—yes, even if you’re not into worms or opera or the smell of old newspapers. He’ll remind you that mourning is just love that hasn’t figured out where to live yet.

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