Madewell Cali Demi-Boot Jeans in Elsie Stripe

Lean and modern, this fresh fit kicks out into a mini-flare that works with flats and heels alike (and an extra layer of holds-you-in sorcery in the 10 1/2" button front, thanks to our supersleek Magic Pockets). We love the red and white pinstripes on black denim—it's so vintage '80s. High rise, fitted through hip and thigh, cropped kick out leg. Front rise: 10 1/2"; inseam: 26 1/2"; leg opening for size 25: 16 1/2".