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10 Celebrity Style Risk Takers to Watch

Author

Sarah Richards

Updated on March 29, 2026

Hats can take an outfit from ho-hum to fabulous in seconds. So repeat after us: Yes, I can wear hats. Yes, I can wear headpieces. No, my head is not the wrong shape or size for them, and I will stop insisting it is.

Asos Felt Ears Bowler, $34, asos.com

Tonya Gross Fascinator, $275, zappos.com