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Timothée Chalamet dominated Oscar weekend with a mix of high-stakes glamour and headline-grabbing controversy that could define his evolving Hollywood persona. On March 15 at the 98th Academy Awards, the 30-year-old Dune star walked the red carpet in a crisp white Givenchy double-breasted suit alongside girlfriend Kylie Jenner, who turned heads in a fiery red sequined Schiaparelli gown, but he left empty-handed in the Best Actor race for his manic ping-pong drama Marty Supreme, losing to Michael B. Jordan for Sinners, as reported by E! News and iHeartMedia. Host Conan O'Brien roasted him during the monologue over Chalamet's recent town hall quip dismissing ballet and opera as irrelevant dying arts no one cares about anymore, joking about security threats from tutu-clad attackers while Timothée laughed it off from the front row with Kylie, per E! News coverage.

Post-ceremony, the power couple turned up the heat at the Vanity Fair Oscar Party, changing into coordinating looks—her plunging black beaded McQueen gown with a massive Lorraine Schwartz diamond ring, his all-white Chrome Hearts leather suit and sneakers—packing on rare PDA with hand-holding, cheek kisses, and his arm snug around her waist, according to iHeartMedia and E! News. This steamy appearance, after three years dating, underscores their unshakeable bond amid awards scrutiny, with Timothée previously shouting her out in Golden Globes and Critics Choice speeches.

Buzz lingers on Marty Supremes awards shutout, sparking Dan Patrick Show chatter from Entertainment Tonight hosts Nischelle Turner and Kevin Frazier about possible Chalamet fatigue: his unconventional sports-media promo blitz skipped traditional outlets and Oscar voters, tanking late hype despite early mania. Foodgod Jonathan Cheban defended him at Philipp Pleins Oscar bash, calling Timothée a great actor unfazed by the backlash, TMZ reports. Misty Copeland pushed back harder, crediting ballet for his opportunities during a March 10 panel. A vague Barstool Sports nod to a Boston Ballet meltdown remains unconfirmed details. No fresh social media posts or business moves surfaced in the last 24 hours, but this Oscar cycle cements Chalamets bold risk-taking as a biographical pivot point.

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