Alright, Upper East Siders, your modern-day Gossip Girl here. Just when I thought the Met Gala 2025 would be the biggest headline of the month, another glamorous twist came strutting in from Rome. That’s right—Kylie Jenner and Timothee Chalamet have officially made their red carpet debut, and no, it wasn’t in New York. It was in the Eternal City at the ever-prestigious David di Donatello Awards.
So while the Met’s steps were star-studded, our new favorite couple made their moment thousands of miles away, under the Roman sky. Ready to dissect every look, every stare, every scandal? Of course you are.
But how did this seemingly mismatched pair – the empress of Calabasas and the prince of arthouse cinema – entered their way to an Artist’s most sacred carpet, hand in hand? Pull up a chair; the story is just getting good.
From Knicks to Cinecittà: The Love Story Begins
The KyMothee love saga started its May Edition with a Lakers game—as most glamorous love stories do. The whispers of Kylie Jenner and Timothée Chalamet being more than just friends began in early 2023, when the pair was spotted courtside, laughing like only lovers (or flirty friends) do.
Over the next two years, they were linked at music festivals like Coachella, posh parties, and yes—even secret Italian holidays. But nothing screamed “We’re Official” until they showed up together at the David di Donatello Awards.
Red Carpet Realness: Kylie and Timothée's Big Italian Debut
On Wednesday night, May 7, 2025, at the prestigious 70th David di Donatello Awards held at Cinecittà Studios in Rome, Kylie Jenner and Timothée Chalamet made their official red carpet debut as a couple.
Kylie Jenner stunned in a floor-length black Schiaparelli gown from the Fall 2025 collection, featuring a plunging neckline and intricate crystal embellishments. She accessorized with statement gold earrings and a sculptural velvet clutch, and styled her hair in a sleek bun.
Timothée Chalamet complemented her look in a black velvet double-breasted suit, adorned with a white floral brooch. The couple displayed affection throughout the evening, holding hands and posing closely for photographers.
The David di Donatello Awards: A Fitting Stage for Romance
The David di Donatello Awards, often referred to as the Italian equivalent of the Oscars, provided a glamorous backdrop for the couple's public debut. Chalamet was honored with the David for Cinematic Excellence, recognizing his performances in “A Complete Unknown” and “Dune: Part Two.”
Their appearance at this esteemed event marked a significant milestone in their relationship, transitioning from private outings to a formal acknowledgment on an international stage.
Behind the Velvet and Pearls: Are They Really That Different?
While Kylie Jenner, a reality TV star and beauty mogul, and Timothée Chalamet, an acclaimed actor known for his roles in indie films, may seem like an unlikely pair, their chemistry is undeniable. Insiders note that Chalamet brings a grounding presence to Jenner's high-profile life, while she adds a spark of energy to his artistic world.
Their coordinated appearance at the David di Donatello Awards showcased their ability to blend their distinct styles into a harmonious union, captivating both fans and critics alike.
A Roman Holiday to Remember
Let’s rewind briefly to early 2025, just before the big debut. Rumor has it that Kylie was already in Rome, “vacationing” while Timothée was making the rounds in Italy. Though there were no shared paparazzi pics, fans were convinced they were staying in a private villa just outside the city.
A source told us:
“They rented a villa near the Tiber River, no press, no staff. Just them. Just love.”
No photo ops, no media circus. Just pasta, passion, and a lot of mystery.
Critics Will Comment, But Chemistry Doesn’t Lie
Naturally, the internet has been a cauldron of opinions. Not everyone is raising a glass to “KyMothée.” The comment sections have been a warzone.
“How did Timothée Chalamet, the actor who collects Academy Awards nominations and accolades at the David di Donatello in Rome, end up with a Jenner?” cry some purists.
At one point, particularly in the early days around last January or March, many dismissed their relationship as a PR stunt, a calculated move for column inches. After all, Kylie Jenner knows a thing or two about making headlines.
But for those who have been watching keenly, observing their interactions beyond the staged photo ops, there’s a different story unfolding.
“They’re goofy and close,” one observer noted, after seeing them at a more relaxed event.
“It’s like watching high fashion meet real chemistry.”
The authenticity debate will rage on, but their united front at the Donatello Awards certainly gave the naysayers something to chew on. They seemed genuinely happy.
What This Public Step Means for KyMothée
This David di Donatello red carpet debut is more than just a fashionable outing. It’s a marker—a turning point in their relationship. It says they're done hiding, done teasing.
While the Met Gala may have missed out on this moment, the awards circuit just got a whole lot more interesting.
What’s Next? Paris, Projects, and (Maybe) the Academy
Following their red carpet debut, fans are eager to see what's next for the couple. With Chalamet's upcoming projects and Jenner's continued influence in the fashion and beauty industries, their joint appearances are likely to become more frequent.
Speculation abounds about potential appearances at future award shows, including the Academy Awards, where Chalamet's performances may earn further recognition. Whether attending events together or supporting each other's endeavors, Jenner and Chalamet's relationship appears to be blossoming both personally and professionally.
From New York to Rome, from hushed beginnings to a dazzling Donatello reveal, Kylie Jenner and Timothée Chalamet have orchestrated a romance that has the whole world hooked. Are they the real deal? Or the most fabulous PR stunt of the decade? Only time will tell, my dears. But one thing is for sure: they've mastered the art of keeping us watching. And this story? It's far from over.