Both a symbol of gangster culture during Prohibition and synonymous with smoky jazz club fashion of the 1920s, the fedora has long been a trendy fashion statement. As a quintessential accessory in Frank Sinatra’s perpetually on point clothing, the fedora was coaxed out of the shadows of the underground scene and brought into the spotlight of mainstream culture. With an aura of sophisticated grace, the fedora remains popular nearly 100 years later, and can be seen as a regular part of indie, hipster fashion. Whether worn with jeans and a buttoned shirt, or cute boots and long flowing boho dresses, the fedora remains an elegant addition to any outfit.

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