From Lola Leon to Kylie Jenner: Timothée Chalamet's Wild Dating Timeline

Timothée Chalamet's Love Life: Every Relationship, Rumor, and Whirlwind Romance

Timothée Chalamet isn’t just one of the most talented actors of his generation—he’s also one of Hollywood’s most talked-about heartthrobs. With his undeniable charm, effortlessly cool style, and A-list status, it's no surprise that his dating life is always a hot topic. From high-profile romances with celebrity daughters to whirlwind flings and mysterious Coachella sightings, Chalamet’s love life has been a rollercoaster ride that fans can’t stop obsessing over.

Unlike some celebs who flaunt their relationships for the world to see, Timothée has taken a more private approach—though that hasn’t stopped the paparazzi from capturing some steamy moments over the years. Whether he’s making out on a yacht, cozying up at a music festival, or getting caught in viral paparazzi snaps, his relationships have always sparked intrigue. And now, with rumors swirling about his alleged romance with Kylie Jenner, his love life is once again making headlines.

So, who has Timothée Chalamet really dated? Let’s take a deep dive into his most iconic (and surprising) relationships, from Lily-Rose Depp to Kylie Jenner.

1. Lourdes "Lola" Leon (2013-2017) – The High School Sweetheart

In 2013, while attending Fiorello H. LaGuardia High School of Music & Art and Performing Arts in New York City, Chalamet began dating Lourdes Leon, the daughter of pop icon Madonna. Their relationship blossomed during their high school years, with both being passionate about the arts. Chalamet and Leon were often seen together, attending school events and spending time in the city. Despite their young age, their relationship garnered media attention due to Leon's celebrity lineage and Chalamet's emerging acting career. The couple parted ways amicably in 2014 as they graduated and pursued their respective careers. In a 2017 interview, Chalamet mentioned that he and Leon remained on good terms, reflecting fondly on their time together. Leon, in a 2021 interview, referred to Chalamet as her "first boyfriend," indicating the significance of their youthful romance.

2. Lily-Rose Depp (2018-2020) – The Iconic It-Couple

Chalamet's relationship with Lily-Rose Depp, daughter of Johnny Depp and Vanessa Paradis, began in 2018 after they met on the set of the Netflix film "The King." Their on-screen chemistry quickly translated into a real-life romance. The couple was frequently spotted together in New York City and Paris, enjoying casual outings and romantic getaways. In September 2019, they made headlines with paparazzi photos capturing them sharing a passionate kiss on a boat in Capri, Italy. Chalamet later expressed embarrassment over the public nature of those photos, emphasizing his desire for privacy. The couple reportedly ended their relationship in April 2020, with sources suggesting that their busy schedules contributed to the split. Despite the breakup, both have continued to speak respectfully of each other in interviews.

3. Eiza González (2020) – A Summer Fling in Mexico

In June 2020, shortly after his split from Depp, Chalamet was linked to Mexican actress Eiza González. The pair was spotted vacationing in Cabo San Lucas, Mexico, where paparazzi captured them sharing intimate moments by the pool. The photos showed Chalamet playing the guitar and the duo enjoying each other's company, sparking rumors of a budding romance. However, the relationship appeared to be short-lived, as they were not seen together publicly after that trip. Sources indicated that while they had fun together, their fling was brief, and both moved on amicably.

4. Sarah Talabi? (2022) – The Coachella Mystery Girl

Timothée Chalamet has been no stranger to dating rumors, but one of the most mysterious and short-lived speculations involved model and activist Sarah Talabi. The rumors began swirling in April 2022 when the two were reportedly spotted together at Coachella, the famed California music festival known for its celebrity-packed crowds and impromptu romantic pairings.

Eyewitnesses claimed to have seen Chalamet and Talabi getting close at the festival, with some reports suggesting they were even spotted kissing. Fans and gossip pages quickly latched onto the rumor, fueling online speculation about whether the Dune star had found a new flame. When Talabi addressed the speculation on social media, she didn’t exactly confirm or deny the rumors—instead, she took a more cryptic and socially conscious approach.

Talabi, a model and outspoken activist, responded to inquiries about her and Chalamet’s rumored romance by redirecting the conversation to climate change and global issues. In a message to the press, she stated: “Everyone is asking me if I kissed Timothée Chalamet at Coachella, and that is a good question. But a better question would be: Why is the Earth now losing 1.2 trillion tons of ice each year due to global warming? Why are some of the wealthiest countries in the world contributing the most to climate change?”

Her response left fans divided—some admired her for shifting the focus to activism, while others found it a clever way to dodge the question. As for Chalamet, he remained silent on the matter, leaving the mystery of Coachella 2022 unresolved. Whether it was just a fleeting festival fling or simply overblown gossip, the world may never know.

5. Kylie Jenner (2023-Present) – The Most Unexpected Pairing

In early 2023, the entertainment world was abuzz with rumors linking Timothée Chalamet and Kylie Jenner. Initially, their relationship was kept under wraps, with the pair making deliberate efforts to maintain a low profile. However, as the year progressed, they began stepping out together more frequently, signaling a shift towards a more public romance.

By September 2023, Chalamet and Jenner were spotted together at high-profile events, including Beyoncé's Renaissance World Tour concert and the U.S. Open men's finals, where they were seen displaying affection openly. These appearances marked a turning point, as the couple seemed more comfortable sharing their relationship with the public.

As of early 2025, their relationship has continued to flourish. They have been seen supporting each other's professional endeavors and spending time with family. Reports suggest that Chalamet has become integrated into Jenner's family life, with her children recognizing him as a family friend. Despite their busy schedules, the couple appears committed to making their relationship work, balancing public appearances with private moments.

The pairing of Chalamet and Jenner, initially unexpected to many, has evolved into a relationship that blends their distinct worlds. Their journey from secretive meetings to public outings reflects a deepening bond that continues to captivate fans and media alike.

The Common Theme: Fast, Intense, and Private

Looking at Chalamet’s dating history, a few patterns emerge:

• He gravitates toward high-profile women, often those with famous parents or major industry connections.
• He doesn’t stay single for long, quickly jumping into new relationships after breakups.
• Privacy is key—while his relationships eventually make headlines, he rarely speaks about them publicly.

Timothée Chalamet’s dating history is a mix of Hollywood romance, unexpected pairings, and whirlwind flings. While he’s never been one to confirm much about his relationships, his love life has remained a major point of interest for fans and tabloids alike. From his long-term relationship with Lily-Rose Depp to his rumored flings with Eiza González and Sarah Talabi, Chalamet has proven that he keeps things interesting—whether intentionally or not.

Now, with his name linked to Kylie Jenner, the intrigue surrounding his love life has reached new levels. The contrast between their worlds has left fans both excited and skeptical, wondering if this is just another fleeting romance or something more serious.

Regardless of who he’s dating, one thing remains certain: Timothée Chalamet will continue to captivate audiences both on and off the screen. And as long as he’s in the spotlight, his dating life will remain a topic of speculation, fascination, and, of course, endless social media debate.

Stay tuned for more deep dives into Hollywood’s most intriguing love stories, only at Woke Waves Magazine—where Gen Z gets the tea, unfiltered.

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