Madewell The Perfect Vintage Jean | 26 | Lunar Wash

With their waist-accentuating high rise and tapered legs, these are "mom jeans"...if your mom was a '90s supermodel (and, P.S., the raw hems look really cool with boots). Styling tip: Buy your true size for a slouchy, easy feel or size down for a more fitted look. 11" high rise, fitted through the hip and thigh, 13" tapered leg opening, 31" full-length inseam. 99% cotton/1% spandex denim.