Timothee Chalamet and Kylie Jenner’s Engagement ‘On Horizon’

“Lastly, I want to thank my partner of three years. Thank you for our foundation,” he told a beaming Jenner. “I love you. I couldn’t do this without you. Thank you from the bottom of my heart.”

The shout-out was an important milestone for the couple. The 30-year-old actor and the reality star, 28, have slowly made their relationship more public since they quietly started dating in early 2023.

Despite their differences, he is an acclaimed actor; she is known for her plastic surgery – the romance has become increasingly serious, and now a source is telling us RadarOnline.com that if Chalamet triumphs during the 2026 awards season, he’ll pop the question to the mother of two (she shares Stormi, 7, and Aire, 3, with her rapper ex Travis Scott).

“It was a big deal, Timmy decided to shout his love for Kylie from the rooftop,” the source said, hinting that a summer wedding could be in the cards. “Winning an Academy Award and closing the deal with the girl of his dreams would be the icing on the cake for Timmy and a perfect way for him to start 2026.”

From the start, people said things wouldn’t last long between the New York City-raised thespian and the LA-based makeup mogul, who rose to fame on reality TV as part of the Kardashian-Jenner family, including mom Kris Jenner and sisters Kendall Jenner, as well as Kim, Khloe and Kourtney Kardashian.