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The 40 Most Stylish Moments in "The Simpsons"

30. Homer Goes Grunge

"That '90s Show"
Season 19, Episode 11

Fueled by the anger and sadness that results from temporarily breaking up with Marge, Homer channels his anguish into fronting the grunge band Sadgasm in the '90s. Complete with existential forlorness is the grunge look that Homer pioneers. The scraggly hair, plaid flannel, and long sleeve T-shirts under short sleeve T-shirts become the signature style of the decade, all thanks to Homer's musical genius.

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