A Grand Entrance at the David di Donatello Awards
In a stunning moment that captured the attention of the international entertainment world, Timothée Chalamet and Kylie Jenner officially debuted as a couple on the red carpet at the prestigious 70th David di Donatello Awards in Rome on May 7, 2025. Held in celebration of cinematic achievements and often referred to as the “Italian Oscars,” this year’s ceremony was even more electrifying with the appearance of one of Hollywood’s most talked-about pairs. Chalamet, recognized for his artistic contributions, was honored with the David for Cinematic Excellence—a prestigious accolade reflecting his enduring impact on the global film landscape.
For the milestone occasion, Chalamet and Jenner arrived arm-in-arm, both dressed in elegant black-tie ensembles that balanced timeless glamour with a touch of modern flair. Chalamet wore a custom black tuxedo with subtle textural embellishments, while Jenner stunned in a figure-hugging, off-the-shoulder gown with dramatic sleeves, a sleek silhouette, and refined accessories. Their poised entrance and affectionate interactions immediately became the evening’s highlight, setting social media abuzz and drawing a swarm of paparazzi flashes.
The Rome appearance marked a significant chapter in their relationship, evolving from subtle support and occasional public sightings to a unified presence on one of Europe’s most respected cinematic stages. As photographers captured their chemistry and elegance, the moment felt like a cultural crossover event—Hollywood royalty meets global fashion icon in a celebration of art and love.

From Rumors to Reality: A Private Romance Blossoms
While their red carpet appearance may have dazzled fans, the journey of Timothée Chalamet and Kylie Jenner’s relationship has been remarkably grounded in privacy. Since sparking dating rumors in early 2023, the couple maintained a low-profile dynamic that contrasted with their public personas. Their few appearances together—whether at private parties, low-key dinners, or whispered-about getaways—only served to heighten public intrigue.
In an age where celebrity relationships often unfold in real time on social media, Chalamet and Jenner chose a different route. They never made grand announcements or flooded Instagram with curated couple shots. Instead, their relationship matured quietly behind the scenes. When Jenner was spotted supporting Chalamet during his 2024 awards circuit, including at the Golden Globes, fans began to speculate about their growing closeness. Still, the couple refrained from making any official declarations.
Their debut at the David di Donatello Awards not only signaled a shift in how they choose to present themselves publicly but also underscored the strength of their connection. After nearly two years of growing together away from the spotlight, this shared appearance suggested a relationship rooted in mutual respect and intentional pacing. In a whirlwind world of celebrity, their subtle approach stood out as refreshingly genuine.
Honoring a Star: Chalamet’s Prestigious Recognition
The event wasn’t solely about romance—it was, most importantly, about honoring Timothée Chalamet’s remarkable career. Awarded the David for Cinematic Excellence, Chalamet joined the ranks of global artists whose influence has transcended borders. Known for his emotionally rich performances in films such as Call Me by Your Name, Dune, and Bones and All, Chalamet has become one of the most celebrated actors of his generation.
Piera Detassis, president and artistic director of the Academy of Italian Cinema, spoke highly of Chalamet’s artistic versatility and cultural significance, stating, “He is one of the most unpredictable and talented protagonists of international cinema today.” The award recognized not only his talent but his boundary-pushing choices and willingness to embrace challenging, unconventional roles that redefine what it means to be a leading man.
Chalamet’s receipt of the award is particularly poignant given his ongoing connection to European cinema. From his breakthrough Italian-set romance Call Me by Your Name to his consistent presence at European film festivals, his career reflects a deep respect for cinematic tradition blended with modern sensibilities. The Rome celebration, therefore, felt like a homecoming—a moment when Hollywood’s brightest star was embraced by the European film community that helped shape his artistry.
And sharing that moment with Kylie Jenner, a figure who commands equal stature in a different cultural arena, emphasized the bridge between film and fashion, celebrity and substance.

Fashion Icons in Sync: Making a Statement Without Words
No red carpet moment is complete without fashion, and for Timothée Chalamet and Kylie Jenner, their coordinated style choices were as deliberate as they were dazzling. Over the years, both individuals have cultivated reputations for risk-taking and innovation in the style world. Jenner has consistently set beauty and fashion trends through her cosmetic empire and high-profile appearances, while Chalamet has redefined red carpet menswear with his flair for unconventional tailoring and fearless aesthetics.
Their Rome debut reflected a merging of their sartorial strengths. Chalamet’s sleek tuxedo, subtle yet texturally rich, offered a quiet statement of elegance, while Jenner’s dramatic gown spoke volumes about confidence and presence. Together, they formed a fashion-forward duo that exuded cohesion, confidence, and chemistry.
Observers noted not only their outfits but also their non-verbal cues: hand-holding, subtle glances, shared laughter. These moments added emotional depth to the visual spectacle, reminding the world that behind the luxury is a real relationship between two people deeply engaged with each other.
In the past, fashion for celebrities has often been about spectacle. But for Chalamet and Jenner, it appears to be a language—one that communicates unity, sophistication, and a shared artistic vision. Their appearance was not just aesthetically harmonious; it was narratively rich, reinforcing their message without the need for interviews or statements.
Spotlight and Intimacy: A Balancing Act for the Future
Even as their relationship moves into a more public phase, Timothée Chalamet and Kylie Jenner seem committed to navigating fame on their own terms. Their Oscars 2025 appearance—where they were spotted sharing intimate moments and supporting one another—hinted at a couple not afraid to express affection, yet mindful of the boundaries that preserve their privacy.
At the Oscars, Jenner was seen switching seats to sit beside Chalamet, exchanging quiet kisses and affectionate glances throughout the ceremony. It was a tender display that contrasted with the usual glitz of Hollywood events. Rather than turning their relationship into a spectacle, they are allowing their bond to unfold organically in public spaces while protecting the core of it from excessive exposure.
Looking ahead, fans and media alike are likely to see more of the couple together, particularly as they continue to support each other’s professional endeavors. Whether it’s Chalamet’s anticipated performances or Jenner’s ventures in fashion and beauty, the partnership presents a compelling blend of cultural powerhouses at the height of their respective domains.
As they navigate this next chapter—both personally and professionally—they serve as a modern template for celebrity couples: combining influence with intention, fame with focus, and visibility with discretion. Their red carpet debut in Rome wasn’t just about glamor; it was a carefully curated statement of mutual respect, evolving love, and shared brilliance.
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