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Photo: Courtesy of Alanna Arrington / @alannaarrington5/25Alanna Arrington

Photo: Courtesy of janessaleone.com7/25Janessa Leoné Renee white knitted wool hat, $155, janessaleone.com

Photo: Courtesy of Devon Windsor / @devwindsor9/25Devon Windsor

Photo: Courtesy of awesomeneeds.com11/25Awesome Needs classic beret in gray wool, $53, awesomeneeds.com

Photo: Samile Bermannelli / @samile_b13/25Samile Bermannelli



Photo: Getty Images17/25Karlie Kloss
Photo: Courtesy of awesomeneeds.com18/25Awesome Needs classic newsboy cap in pink corduroy, $59, awesomeneeds.com

Photo: Courtesy of chromehearts.com20/25Chrome Hearts lambskin BS fleur captains hat, $2,035, chromehearts.com
Photo: Courtesy of Frida Aasen / @frida_aasen21/25Frida Aasen

Photo: Courtesy of eugeniakim.com23/25Eugenia Kim Marina metallic wool bouclé cap, $245, eugeniakim.com

Photo: Getty Images25/25Romee Strijd