For a cozy fall street style look, try a pair of wide-legged jeans, a black sweatshirt, with a gray sweater tied around the shoulders. Finish the look with a baseball cap and pair of sneakers.

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Baseball Dad Hat Women Men Blank Washed Low Profile Cotton and Denim UPF 50+ Running Golf Cap Hat | Amazon (US)
Court Sneakers in White Leather | Madewell
The Perfect Vintage Wide-Leg Jean | Madewell
The Cashmere Boxy Crew Sweater | Everlane
Sweatshirt - Black - Ladies | H&M US | H&M (US + CA)
Edie Italian leather bag | J.Crew US