Timothée Chalamet and Kylie Jenner Stun at Red Carpet Debut During 70th David Di Donatello Awards in Italy

In a dazzling display of romance and style, Timothée Chalamet and Kylie Jenner made their highly anticipated red carpet debut as a couple at the 70th David Di Donatello Awards on May 7, 2025, held at the iconic Cinecittà Studios in Rome, Italy. The prestigious ceremony, often likened to the Oscars for Italian cinema, provided the perfect backdrop for the duo to step into the spotlight together, captivating fans and media alike with their undeniable chemistry and impeccable fashion choices.

A Night of Cinematic Celebration

The David Di Donatello Awards, Italy’s most esteemed film honors, recognized Chalamet with a David Speciale for cinematic excellence, celebrating his remarkable versatility and contributions to global cinema. At just 29, the actor has solidified his status as a Hollywood heavyweight, with standout performances in films like Call Me by Your Name—shot in Italy and a nod to his deep connection to the country—and his recent portrayal of Bob Dylan in the critically acclaimed A Complete Unknown. Chalamet, visibly moved by the honor, delivered a heartfelt acceptance speech, expressing gratitude for the recognition and his love for Italian cinema.

Joining him in this milestone moment was Kylie Jenner, the 27-year-old beauty mogul and reality TV star, whose presence added an extra layer of glamour to the evening. The couple, who have been dating since April 2023, had kept their relationship relatively low-key, making this joint appearance a significant and thrilling moment for fans who had eagerly awaited their official red carpet debut.

Fashion That Stole the Show

Jenner turned heads in a breathtaking Schiaparelli gown from the Fall/Winter 2025 collection. The low-cut, semi-sheer black dress, adorned with intricate floral intarsia, hugged her figure and exuded bold elegance. She accessorized with statement drop earrings, a gold clutch, and her signature flawless makeup, featuring a soft smoky eye and nude lip. Her sleek, pulled-back hairstyle completed the look, allowing the gown’s artistry to take center stage.

Chalamet, ever the style icon, matched Jenner’s sophistication in a tailored black velvet Tom Ford tuxedo. A delicate white rose brooch pinned to his lapel added a romantic and artistic touch, subtly echoing the floral theme of Jenner’s ensemble. The pair’s coordinated black-and-white aesthetic was both timeless and modern, cementing their status as a power couple with an eye for high fashion.

A Love in Full Bloom

Throughout the evening, Chalamet and Jenner were inseparable, their affection on full display. They held hands as they walked the red carpet, shared warm smiles, and posed closely, with Chalamet frequently placing a protective hand on Jenner’s waist. Their chemistry was palpable, drawing admiration from attendees and sparking a frenzy of excitement online. Photographers captured candid moments of the couple laughing and exchanging glances, offering a glimpse into their genuine connection.

The debut came as a surprise to many, as fans had speculated the couple might choose the Met Gala, held just two days earlier on May 5, 2025, for their first joint red carpet appearance. Jenner attended the fashion event solo, stunning in a nude-toned gown, while Chalamet skipped the Gala entirely, fueling anticipation for when they would finally step out together. The David Di Donatello Awards, with its intimate yet prestigious setting, proved to be the ideal occasion for their milestone moment.

A Relationship Under the Spotlight

Chalamet and Jenner’s romance first sparked rumors in April 2023, when they were spotted together at Paris Fashion Week. Since then, they have been seen at select high-profile events, including the Golden Globes and Oscars, but had yet to make a formal red carpet appearance as a couple. Their decision to keep their relationship private has only heightened public intrigue, with fans and media closely following their every move.

Despite their reserved approach, those close to the couple have shared glimpses of their bond. Chalamet’s mother, Nicole Flender, recently praised Jenner, calling her “lovely” and expressing delight at their relationship. The couple has also been spotted enjoying casual outings, from cozy dinners in Los Angeles to courtside dates at basketball games, blending Hollywood glamour with relatable moments.

Fan Reactions and Social Media Buzz

The red carpet debut sent social media into a frenzy, with posts on X reflecting a mix of excitement, surprise, and playful commentary. “Timothée and Kylie together are so cute, but also… how did this happen?” one user wrote, capturing the sentiment of many who find the pairing unexpected yet endearing. Others praised their chemistry, with one fan noting, “They look so in love, and that Schiaparelli dress is everything!” However, not all reactions were glowing, as some expressed skepticism about the match, calling it “random” or questioning its longevity.

Regardless of the mixed sentiments, the couple’s appearance dominated headlines and reaffirmed their status as cultural icons. Chalamet’s artistic credibility and Jenner’s global influence as a fashion and beauty mogul make them a fascinating pair, bridging the worlds of cinema, fashion, and pop culture.

A Milestone Moment for a Modern Couple

The 70th David Di Donatello Awards will be remembered not only for its celebration of cinematic excellence but also for marking a new chapter in Chalamet and Jenner’s love story. Their red carpet debut was a masterclass in elegance, affection, and star power, leaving fans eager for more glimpses of their romance.

As Chalamet continues to captivate audiences with his transformative performances and Jenner expands her empire in beauty and fashion, their shared moment in Rome serves as a reminder of their ability to command attention both individually and together. Whether they’re stealing the show at awards ceremonies or enjoying quiet moments away from the spotlight, Timothée Chalamet and Kylie Jenner are proving they’re a couple to watch.

For now, the world waits to see where this stylish duo will appear next—and what sartorial masterpieces they’ll bring to the next red carpet.

This article is based on reports from the event and public reactions on platforms like X, capturing the excitement and details of the couple’s debut.