Coupled-up celebrities often treat date night as an opportunity to flex their fashion muscle. Rihanna has worn everything from cult sweats to feather-trim Saint Laurent minidresses to visit her favorite Italian restaurant, Giorgio Baldi with boyfriend A$AP Rocky (she reportedly orders the gnocchi, ravioli, and pasta pomodoro on every visit).
Hailey Bieber takes a similarly stylish approach to date-night dressing. By day, she lives in parachute pants and Adidas Samba trainers, but for a recent outing in LA with her husband Justin, she swapped her slouchy silhouettes for a ribbed long-sleeve dress with a buttoned front. Hailey never fails to deliver on the accessories front: she sported shiny knee-high boots and a pair of The Matrix-esque sunglasses, and tucked an elegant black leather crescent bag under her arm.
The boots deserve special attention. Like fellow new-gen super Kendall Jenner, Hailey has taken to wearing knee-highs at the height of summer, whatever the forecast is saying. They added an effortlessly sexy appeal to her dress, elevating it from a simple basic to an outfit deserving of a night on the town.
The world has long been captivated by the romantic escapades of famous couples (hello, Bennifer). Who can forget the casual-cool matching outfits of Brad Pitt and Gwyneth Paltrow back in the ’90s? Or the effortlessly androgynous turns of David Bowie and Iman, both style icons in their own right. Revisit some of Vogue’s favorite celebrity date-night looks here.