Harry Styles arrived fashionably late to the 2026 Grammy Awards, but his appearance landed with the quiet confidence of someone who knows exactly how to steal a room. Taking the stage to present Album of the Year, Styles delivered one of the most considered menswear moments of the night, an exercise in restraint, subversion, and studied irreverence.
For music’s biggest evening, Styles turned to Jonathan Anderson’s Dior, a house currently redefining its codes through gender, history, and softness. The look centred on a custom cropped jacket inspired by Dior’s iconic Bar silhouette, a reference that nodded to postwar femininity while being recalibrated for the modern male body. Worn shirtless, the jacket’s subtle wool sparkle caught the light without tipping into spectacle, while slouchy dark-wash jeans grounded the look in Styles’s signature nonchalance.
Then came the shoes.
Mint-green ballet flats delicate, bow-tied, and unapologetically elegant paired with white tube socks. It was a choice that instantly separated Styles from the pack, narrowing the field of men bold enough to even attempt such a gesture. In doing so, he continued a long-running conversation he’s been having with fashion for over a decade: that masculinity is not diminished by softness, and elegance is not gendered.
The slippers appear to be a custom interpretation of a silhouette shown during Anderson’s debut womenswear collection for Dior, a detail that feels entirely intentional. Anderson’s menswear frequently borrows from womenswear archives, whether through reworked Bar jackets or Poiret-inspired embellishments. Styles, as ever, is the perfect conduit for this vision: a wearer who understands that fashion history is most interesting when it’s unsettled.
By the time he handed the final Grammy of the night to Bad Bunny, Styles had already made his point. In a sea of tailored black suits, he reminded the room and the industry that the future of menswear lies not in bravado, but in bravery. Sometimes, that future comes wrapped in a mint-green bow.