THE ADVENTURER

If your ultimate playlist is ’90s R&B (Mariah meets Whitney meets Aaliyah), it’s time to embrace the throwback vibe and lace up a pair of military-inspired boots.

Leather “Amston” booties, Timberland ($150)

Suede and shearling “Sadie” booties, House of Harlow 1960 ($180)

Leather “Xevera” booties, Design Lab ($169)