When Kylie Jenner showed up solo at the 2025 Met Gala red carpet in custom Ferragamo, it seemed the hopes of a red carpet debut with boyfriend Timothée Chalamet were squashed. Actually, the duo just wanted to wait for another event to finally take on the cameras together—and in matching outfits, at that.
Kylie Jenner and Timothée Chalamet jetted to Rome, Italy, for a romantic stroll down the 70th David Di Donatello Awards at Cinecitta Studios red carpet. The pair could have been dressed for the opulent gala Chalamet skipped back in New York City. He looked debonair in a black velvet tuxedo by Tom Ford, set with a white rosette pin, while Jenner glistened by his side in a plunging Schiaparelli gown. While the event is billed as the Italian equivalent of the annual Academy Awards, the pair treated it more like date night. Jenner and Chalamet held hands all the way down the carpet, pausing for a half-hug in front of the cameras.
