Madewell - Tall Balloon Jeans in Grandile Wash 24T (24 tall)

The cut: Our take on the iconic '80s style, these laid-back jeans are fitted at the waist with curved "balloon" legs. The fabric: Premium denim that combines the holds-you-in structure of rigid with a touch of flattering stretch (they'll be so day-one comfortable you won't even unbutton at the dinner table—but, trust us, you'll look *chef's kiss*).