Kylie Jenner's excitement was palpable when she learned about her boyfriend Timothée Chalamet's recent milestone: his second Best Actor Oscar nomination. Although they were apart during the announcement, sources revealed Jenner was watching eagerly, losing it when she saw Chalamet's name flash across the screen. According to insiders, she was "screaming with excitement" and was proud of his achievement, making it clear how much she cherishes their bond.
Chalamet made history with this nomination for A Complete Unknown, marking him as the youngest actor since James Dean to receive two nominations. His first was for the acclaimed Call Me by Your Name back in 2018. Today, at 29, he continues to make waves not only for his talent but also for his star power. This weekend, he’s set to host Saturday Night Live and perform as its musical guest, stirring up speculative excitement on whether Jenner will attend.
While Jenner was celebrating Chalamet’s accomplishments, she also grapples with relationship challenges. Reports suggest she has implemented strict rules for their relationship, driven by anxiety over fear of losing him. An insider shared, "Kylie's been coping with it by giving him strict rules. When they’re apart, he has to check in with her...she's even got him sharing his location to keep track of where he is." These measures lend her some peace of mind, but the effort isn’t without its worries—anytime they’re apart, she feels the weight of temptation hanging over Chalamet.
It has been highlighted by another source how the Hollywood scene does not help Jenner’s anxious tendencies. Chalamet, known as something of a 'player' among his friends, is surrounded by beautiful women wherever he goes. "It's impossible not to feel threatened," the insider noted, reflecting the heightened pressure of dating one of Hollywood's most eligible bachelors.
Compounding this challenge is Chalamet's sister, Pauline, who has stirred controversy through social media by seemingly making digs at Jenner's billionaire lifestyle. Last year, she reposted critiques about billionaires and their insatiable wealth, which were interpreted by many as thinly veiled jabs at Jenner, who runs her own cosmetic empire. One post read, "If your job requires a college degree, you should be able to write off your student loan payments as a business expense the way CEOs write off their private jets," alluding to Jenner's ownership of her private jet, Kylie Air.
Despite this familial friction, various reports suggest the couple is incredibly supportive of each other. They made their public debut together at the 2024 Golden Globes, and apart from those red carpet appearances, they have been spotted enjoying intimate moments, like shared kisses at the US Open and cozy dinners. Last Christmas, Chalamet even got gifts not just for Jenner, but for her children, fostering warmth and connection within her family circles.
Still, these pressures weigh on Jenner. The source noted, "She knows there are women throwing themselves at him... It's extra tough because he’s this huge movie star, so it’s not just average women." Despite her success and independence, Jenner's insecurities surface, especially with her partner's rising star status juxtaposed against her own celebrity. While Jenner firmly believes Chalamet could be her 'The One,' it's difficult not to be affected by his reputation.
Fans have taken note of these dynamics, often discussing the interplay between their glamorous lives and the challenges they face as they navigate fame, relationships, and expectations. For now, it appears both are committed to making the best of their situation, one filled with both glitz and underlying tension.
Looking ahead, both Chalamet and Jenner face the spotlight's gaze as they continue with their respective careers. Whether at awards shows or setting social media ablaze with their romantic gestures, they are both aware of the public's interest and scrutiny surrounding their pairing. Nonetheless, the celebration of Chalamet’s accomplishments and the blossoming of their relationship remind us of the beautiful, albeit complex, nature of love within the glimmering chaos of Hollywood.