Timothée Chalamet recently reached a significant milestone in his career, marking the occasion with a rare and public outing alongside his girlfriend, Kylie Jenner, last Thursday evening.

The 30-year-old Oscar-nominated actor enjoyed a romantic dinner with the 28-year-old beauty mogul at the popular celebrity spot, Flora Farms, during a trip to Mexico.

The couple, known for keeping their relationship private, chose to celebrate Chalamet’s third Academy Award nomination with a leisurely dinner lasting over an hour.

Reports from TMZ described the pair as relaxed and fully engaged with each other, sharing laughter and meaningful conversation during their time together.

At one point during the evening, Chalamet was seen capturing photos of Jenner using a digital camera. Meanwhile, Jenner checked her phone, adding a touch of modernity to their intimate evening.

An eyewitness told the outlet that the actor appeared ‘smitten’ throughout their date night.

Timothée Chalamet marked one of the biggest milestones of his career with an intimate and unusually public night out with girlfriend Kylie Jennerlast Thursday; seen in 2025

Despite the restaurant being packed with other diners, most patrons were older and did not recognize the A-listers.

Although no overt PDA was observed, the source said the pair were ‘totally into each other’ the entire night.

The Flora Farms is beloved by many stars, including Adam Levine and Behati Prinsloo, who got married there in 2014, and Busy Philipps. 

The dinner came just days after The Daily Mail exclusively revealed that Chalamet and Jenner had jetted off on a romantic escape together, one day before the actor made Oscars history.

In photos obtained by The Daily Mail, the lovebirds were seen arriving hand-in-hand at a private airport terminal in Los Angeles before boarding a private jet.

The getaway came just hours before Chalamet earned his latest Oscar nomination for his role in Marty Supreme, making him the youngest actor to receive three nods in the category since Marlon Brando in the 1950s.

The film emerged as one of this year’s top Academy Awards contenders, landing nine nominations including Best Picture, Best Director, Best Actor, Best Original Screenplay, Best Cinematography and Best Film Editing.

The actor was previously nominated in 2018 for Call Me By Your Name and again in 2025 for his portrayal of Bob Dylan in A Complete Unknown. He lost out last year to Adrien Brody for The Brutalist.

The Oscar-nominated actor, 30, was spotted enjoying a cozy dinner with the beauty mogul at the celebrity-favorite Flora Farms during a romantic getaway to Mexico (pictured this month)

Chalamet has been candid about the emotional highs and lows of awards season, telling Vogue in November 2025 that losses can sting. 

‘If there’s five people at an awards show, and four people go home losing, you don’t think those four people are at the restaurant like, “Damn, we didn’t win?” he said.

While Jenner has yet to publicly comment on his Oscar nomination, she has been by his side throughout awards season, accompanying him to both the Critics’ Choice Awards and the Golden Globes, where Chalamet won for his leading role in Marty Supreme.

Earlier this month, he publicly referred to Jenner as his ‘partner’ during his Golden Globes acceptance speech, telling the audience, ‘To my parents and partner, I love you. Thank you so much,’ as Jenner looked on from the crowd.

On the evening he learned about his third Academy Award nomination, the famously private couple celebrated the exciting news with an hour-plus dinner; seen at the 2026 Golden Globe Awards

He doubled down days later at the Critics Choice Awards, thanking ‘my partner of three years’ and telling her, ‘I love you. I couldn’t do this without you,’ as Jenner mouthed back, ‘I love you too.’

The recent public affection marks a noticeable shift for the couple, who have largely kept their relationship, which began quietly in 2023, out of the spotlight.

On a December episode of The Kardashians, Jenner reflected on navigating love under intense public scrutiny.

‘I have to live my life,’ she said. ‘I can’t live for whatever everyone else wants me to do.’