EXCLUSIVE: TIMOTHÉE CHALAMET THINKS KYLIE JENNER CAN LAND HIM AN OSCAR
SEES KARDASHIAN CONNECTION AS AN ADVANTAGE, NOT A LIABILITY
Love, strategy, or both?
Hollywood heartthrob Timothée Chalamet isn’t just falling in love — he’s playing the long game. Sources tell me the actor believes fully embracing his romance with Kylie Jenner could boost his chances of snagging an Oscar.
“Timothée thinks people are stuck in the past,” a source reveals. “He doesn’t see Kylie as tabloid baggage — he sees her as cultural power.”
Despite whispers that the Kardashian-Jenner brand can hurt prestige cred, Chalamet isn’t worried. Insiders say he sees visibility, influence, and relevance as just as crucial as critical acclaim.
“Awards campaigns are about narrative,” another source explains. “And Timothée believes Kylie strengthens his story, not weakens it.”
After years of keeping their romance under wraps, sources say Timothée plans to continue to go full throttle this awards season.
“You’re going to see them everywhere,” an insider teases. “Red carpets, parties, industry dinners — Timothée wants voters to associate him with stability, success, and cultural dominance.”
Some warn him about old-school Academy voters.
“He’s been warned,” a source admits. “Some people think aligning too closely with Kylie could alienate traditionalists.”
But Timothée remains confident.
“He looks at how fame works now — social reach, conversation, global recognition — and Kylie wins that game better than anyone,” another insider says.
And Kylie? She’s supportive, but careful not to steal the spotlight.
“Kylie knows when to step back and when to show up,” a source confirms. “That’s part of why Timothée trusts her so much.”
Love or career move? For Timothée, it’s both. And as awards season heats up, expect the couple to shine — loud and proud.
Remember — if you’re going to be naughty, you’ve got to be nice.
Cheers,
Rob Shuter
#NaughtyButNice
My forthcoming novel, It Started With A Whisper, is now available for pre-order



His talent and only his talent should win him an Oscar. Inflatable blow up human Kylie drags him down IMO. THIS, and everything that goes along with it is what he’s attracted to? Says A LOT about him to the world without saying anything. Ugh.
If he believed in himself, he would be confident enough to not need anyone to push his winning an Oscar
He’s young & has time, this could actually hurt him. The Academy looks at everything