Jonathan Bailey debuted a dramatically shaggy hairstyle at the Burberry show during London Fashion Week on September 21. The 38 year old actor traded his usual polished styling for long, ruffled bangs that fell toward the bridge of his nose, plus a black sweater, leather pants, boots, and round sunglasses. The new look feels less Regency gentleman and more fashion week heartthrob with excellent taste. Bailey's tiny frames also recall the internet's affectionate nickname for his signature eyewear, those viral “slutty little glasses.” Jonathan Bailey Has Range, Obviously Bailey has previously opened up about confidence and self doubt in an interview for People's Sexiest Man Alive issue in November. Jonathan Bailey said he once felt sure of himself as a child, then lost some of that confidence while growing up, adding that he now feels “incredibly lucky” about his life. His recent style record backs up the confidence upgrade. Bailey dressed like the Tin Man at the Los Angeles premiere of Wicked in November 2024, wore a white Loewe jacket with a black satin lapel at the 2024 Met Gala, chose Armani and colorful sunglasses for the 2024 Emmy Awards, and went full adventure mode in white jeans, a chambray shirt, a brown jacket, and a gray cap at the 2025 premiere of Jurassic World Rebirth. At Burberry's Summer 2026 show, he also made a case for rich brown velvet trousers, a brown turtleneck, and an oversized fuzzy coat.