Forget drab suits and plain ties—Jonathan Bailey isn’t afraid of taking big swings on the red carpet. When it comes to menswear, the Bridgerton and Wicked star has never been shy about really experimenting with his fashion choices. Over the years, that has included everything from male cleavage, sheer, and Maison Margiela tabis. Even Bailey’s more traditional looks, often designed by Jonathan Anderson or Mary-Kate and Ashley Olsen at The Row, are done with a punch.
Here, look through the best of Jonathan Bailey’s red carpet style.
2025: Jurassic World Rebirth Seoul Premiere
Bailey was very eager to show off his Hermès suit to fans in Seoul.
2025: Jurassic World Rebirth London Premiere
2025: Jurassic World Rebirth Photo Call
Bailey sent the Internet into a frenzy when he bared his toes at a Jurassic photo call in London. His toe-splitters were from The Row, but still.
2024: Wicked: Part One Photo Call
Bailey got in on the method dressing fun with this Elphaba green look by Loewe.
2024: Wicked: Part One New York Premiere
Bailey’s color-blocked suit from Loewe at the Wicked New York debut had a crinkled effect to it.
2024: Wicked: Part One Los Angeles Premiere
Bailey paired his Versace chainmail shirt with white trousers and ruby shoes, a nod to Dorothy’s ruby slippers.
2024: Wicked: Part One Photo Call
He showed off his toned legs alongside co-stars Cynthia Erivo and Ariana Grande.
2024: Wicked: Part One Australia Premiere
The actor paired a butter yellow too-big suit from Dolce & Gabbana with a banana yellow blouse.
2024: Emmy Awards
In Armani, the actor dabbled in male cleavage at the 2024 Emmys.
2024: Met Gala
Loewe was again the choice for Bailey at the 2024 Met Gala, and he was eager to display the 3D rosettes that lined his suit.
2024: CinemaCon
Bailey coordinated his sparkling Loewe shirt with matching mules.
2024: Bridgerton Season 3 Premiere
He proved that men can wear sheer, too.
2023: Maestro Premiere
At the Maestro premiere in 2023, Bailey went comfy chic in a cardigan that he styled with a “pop of red” via his shirt.
2023: Met Gala
He channeled Karl Lagerfeld at the 2023 Met Gala in a Bond-esque suit.
2022: BAFTA Awards
During his early days on the red carpet, Bailey stuck to the classics.
