It’s Officially Cool to Tuck Your Shirt in Your Underwear

Some call it sexy, others deem it trashy, but exposing your underwear is a long-standing trend. Slackers, skaters, and rap stars of the ’90s sparked plenty of controversy by wearing saggy pants that revealed their plaid-clad bottoms. Noughties girls followed suit, broadcasting their bedazzled G-strings from the tops of hip-hugger jeans. More recently, fashion has favored a little side-boob action (see Bella and Kendall), but the latest way to showcase your delicates is by no means seductive; instead, it feels embarrassingly accidental. Love it or hate it, tucking a tee into your underwear is officially a thing.

Photo: Courtesy of Fox

No doubt you’re picturing a schoolyard dork with his shirt haphazardly pushed into tighty-whities, but the look is making waves with a more stylish crowd. Take it from Moonlight star and fashion It boy Ashton Sanders, who daringly tucked a graphic tee into his drawers at Raf Simons’s Spring 2018 after-party. Women are in on the public panty display, too. Taylor Tomasi Hill was spotted wearing a Rosie Assoulin T-shirt with a pair of Natasha Zinko jeans (complete with built-in boxers—how convenient!), while further afield, it was seen on the streets of Moscow at Russia Fashion Week Fall 2017, where one style star shoved her windbreaker into a pair of Supreme skivvies.

(Left) Ashton Sander Photo: BFA; (Middle) Photographed by Acielle / Styledumonde.com; (Right) Cara Taylor Photo: Mario Sorrenti / Art Partner

Best of all, getting the look is beyond easy. For a rebellious punk vibe, there’s a distressed Enfants Riches Deprimes tee and a pair of Brooks Brothers boxers to match a Le Kilt plaid skirt. Prefer to go sleeker? Fold a fuchsia Balenciaga tee into Gosha Rubchinskiy boxer briefs and let them pop from chic Loewe cargo pants. Whether you choose boxers or briefs, here are five daring tee-and-underwear pairings to try now.