Kylie Jenner and Timothée Chalamet's red carpet debut: The behind-the-scenes story of a fashion power couple

Kylie Jenner and Timothée Chalamet stole the headlines with their stylish red carpet entry as a couple at the 70th David Di Donatello Awards in Rome on May 7, 2025. However, it was a spontaneous behind-the-scenes snapshot that really warmed the hearts of fans: Kylie preparing Timothée for his special night, executing the quintessential "girlfriend duties" with flair and affection.A sweet pre-event ritualThe sweet behind-the-scenes peek was provided by French fashion designer and Tom Ford Creative Director Haider Ackermann, who posted a FaceTime screenshot of the couple getting ready for the high-profile event.In the image, Kylie Jenner is meticulously rolling a lint remover over Timothée Chalamet's white undershirt, double-checking that his appearance was perfect before hitting the stage. Both celebrities beamed with big smiles, exuding a effortless chemistry and camaraderie.Ackermann, who dressed Chalamet for the occasion, captioned the shot on Instagram with a tongue-in-cheek remark:"TEAMWORK - Miss K, you're hired!! I Rome May 7th. BROTHER elegantly in TOM FORD accepting the 70th David Di Donatello Award… PROUD AS ALWAYS my Brother – H."Red carpet glamourWhen the couple showed up at the awards show-more commonly known as Italy's Oscars-they turned heads dressed in their matching black outfits. Timothée Chalamet wore a tailored Tom Ford velvet suit topped with a black undershirt, topped by a white boutonniere, while Kylie looked stunning in a figure-hugging Schiaparelli dress and plunging neckline, which she complemented with a velvet clutch and dramatic earrings. Her hair was sleeked back into a bun, perfectly rounding out her Hollywood-esque yet understated makeup.The couple stood arm in arm before photographers, hugged, and gazed into each other's eyes, capturing adoring fans' and the press's hearts everywhere. It was the first red carpet walk of theirs, albeit they had been dating since 2023. A night of accolades and affectionThe night was especially memorable for Chalamet, who was awarded the David di Donatello Award for Cinematic Excellence, a tribute to his outstanding contributions to film. In his speech, he thanked Italian cinema for its contribution to his career, stating,“I began as a 20-year-old from New York who struggled to crack the American film market. My life was turned around overnight due to [Italian director] Luca Guadagnino … and the risk they took on me."A power couple in the spotlightTheir red carpet debut comes just days after Kylie attended the Met Gala solo, dazzling in a custom Ferragamo gown while Timothée cheered on the New York Knicks from afar. Now, with their relationship officially “red carpet official,” Kylie Jenner and Timothée Chalamet have cemented their status as one of Hollywood’s most stylish and supportive couples.