Get the Skinny

There’s nothing I love more than skinny jeans and tall boots when the weather gets cool. These jeans by Madewell 1937 ($69.50), a sister store to J.Crew, come in the perfect wash—referred to as "chimney"—and can be unique and flattering when worn with the right accessories. From biker chick cool to downtown hipster, try on whatever persona this funky denim inspires.