Kylie Jenner and Timothée Chalamet made headlines with their first red carpet appearance together at the 70th David Di Donatello Awards in Rome on May 7, 2025. The couple, dating since 2023, showed their strong bond as Jenner helped Chalamet prepare for the event. Chalamet received the Special David Award for Cinematic Excellence at Italy’s top film ceremony. Their matching black outfits and sweet moments stole the show. Fans and media buzzed with excitement over their public debut.
Jenner played a key role in getting Chalamet ready for the awards. Designer Haider Ackermann, creative director at Tom Ford, shared an Instagram photo of Jenner adjusting Chalamet’s undershirt before the event. The candid moment showed Jenner carefully de-linting his shirt, ensuring he looked perfect. Ackermann praised their teamwork, writing,
TEAMWORK – Miss K, you’re hired!! BROTHER elegantly in TOM FORD receiving the 70th David Di Donatello Award. PROUD AS ALWAYS my Brother – H.
The photo captured their close connection and Jenner’s support for Chalamet’s big night.
Chalamet wore a sleek black velvet Tom Ford suit with a white gardenia on the lapel. Jenner stunned in a curve-hugging Schiaparelli gown from the Fall/Winter 2025 collection. Her dress featured a plunging neckline and gold-embroidered velvet clutch, paired with bold Schiaparelli earrings. Their coordinated black looks symbolized unity and style. Photographers captured them holding hands, with Chalamet’s arm around Jenner’s waist.
The David Di Donatello Awards, held at Rome’s Cinecittà Studios, honor the best in Italian cinema. Chalamet’s award recognized his global impact, especially his role in Luca Guadagnino’s Call Me by Your Name. In his speech, Chalamet thanked Guadagnino, saying,
Luca is probably the most important person in my career. My career changed overnight thanks to Luca Guadagnino and the chance he took on me playing in an Italian movie.
He also shared his gratitude for Italian cinema’s influence on his early success.
Jenner’s presence marked a shift from their usual low-key approach. The couple has attended events like the 2025 Golden Globes, BAFTAs, and Oscars together but avoided red carpets. At the Oscars on March 2, 2025, Jenner skipped the carpet but joined Chalamet inside, wearing a crystal-covered Miu Miu gown. Their Rome appearance was a bold step into the spotlight. Sources say Jenner enjoys supporting Chalamet’s career, with one insider noting,
She knows that his career is so important to him. She wants to be by his side for it all.
Fans on social media celebrated the couple’s debut. Posts on X called their style “iconic” and praised Jenner’s hands-on support. One user wrote,
Kylie fixing Timothée’s suit is couple goals! They’re perfect together.
Another commented,
Kylie and Timothée’s red carpet moment is everything. Love their matching looks!
Their chemistry and fashion choices fueled online excitement.
Chalamet’s 2025 awards season has been busy, with nominations for his role as Bob Dylan in A Complete Unknown. He won a Screen Actors Guild Award in February but lost the Oscar to Adrien Brody. Jenner supported him at most events, though she missed the SAG Awards due to the sudden death of her hairstylist, Jesus Guerrero. Her commitment to Chalamet’s career remains clear. A source told People in January 2025,
Kylie is having fun supporting Timothée during awards season. She enjoys attending the events with him.
The couple’s Rome appearance came days after Jenner attended the 2025 Met Gala solo on May 5. Chalamet skipped the event to watch a New York Knicks game. Jenner wore a custom Ferragamo gown but struggled with her shoes, sharing on Instagram,
Max told me to tape my feet into the shoe. And now my feet are stuck in the shoes.
Her lighthearted post showed her ability to balance glamour and humor.
The David di Donatello Awards also celebrated Italian films like Vermiglio, which won seven awards, including Best Director for Maura Delpero. Delpero’s historic win as the first woman in the category added to the night’s significance. Chalamet’s award highlighted his connection to Italian cinema, rooted in his work with Guadagnino. His father, Marc Chalamet, joined him and Jenner at the event, adding a family touch.
Jenner and Chalamet’s relationship has grown stronger over two years. They’ve been spotted at events like Coachella and the BNP Paribas Open, showing affection privately. Their red carpet debut in Rome marks a new chapter.
Fans eagerly await more joint appearances, with some hoping for collaborations between Jenner’s beauty brand and Chalamet’s projects. Their shared moment at the awards shows a partnership built on support and style.
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