Timothée Chalamet relationship history and ex-girlfriends have caught the spotlight again, this time due to a romantic twist connecting Hollywood and the tennis world. The entwined relationships involve Chalamet, Mexican actress Eiza González, tennis legend Serena Williams, and Bulgarian tennis star Grigor Dimitrov, creating an unexpected web of famous exes and new beginnings as of 2025.
Unexpected Connections Between Hollywood and the Tennis Elite
Before their current high-profile partnerships, Timothée Chalamet and Serena Williams both dated celebrities who would later become linked themselves. Chalamet, known for his role in Dune, sparked dating rumors with Eiza González during 2020 after being spotted in Cabo San Lucas, where the pair’s public affection quickly made headlines among fans and media alike. González was again in the news when she publicly liked a red-carpet photo featuring Chalamet and his new partner, Kylie Jenner, prompting interest and speculation about their current relationship status.
Speaking candidly, Eiza González commented,
“I did like it. They look so cute together, they look so in love, and I’m obsessed with them. I love [Timothée]. I think he’s the most talented, sweetest boy, and I’m just so proud to see him thriving and doing good in his career. We’re just good friends.”
—Eiza González, Actress
After her brief romance with Chalamet, González began dating Grigor Dimitrov, who is known for his talent on the tennis court and his history of dating prominent figures. At various points, Dimitrov has been romantically involved with singer Nicole Scherzinger and Russian tennis player Maria Sharapova. However, before his relationships with Scherzinger and Sharapova, Dimitrov was linked to Serena Williams. Their relationship was speculated to have begun while both were coached by Patrick Mouratoglou, but their romance came to an end in under a year, and Dimitrov’s attention turned to Sharapova.
In a candid interview with Rolling Stone, Serena Williams made a pointed remark widely believed to refer to Sharapova and Dimitrov, stating,
“She’s so boring. She’s still not going to be invited to the cool parties. And, hey, if she wants to be with the guy with a black heart, go for it.”
—Serena Williams, Tennis Champion
Eiza González Celebrates Her Relationship With Grigor Dimitrov
González has spoken with passion about her new chapter with Dimitrov, describing him in loving terms and showing a stark contrast to Williams’s earlier comments about her ex. Instead of focusing on the past, González has praised Dimitrov, referring to him as “the man of my dreams,” and has publicly supported him at events, such as the Madrid Open in April 2025, where she was seen cheering him on from the stands and celebrating his victories.
The couple made their public debut at the Red Sea Film Foundation’s Women In Cinema gala during the Cannes Film Festival, making headlines in entertainment circles. González made her affection for Dimitrov clear on social media, sharing a series of photos and writing,
“Happiest bday to the man of my dreams. You’re one of one. You truly are my absolutely favorite human, and I can’t believe I’ve been lucky enough to find you. You’ve restored so much in me I didn’t think was possible. To the kindest most thoughtful and caring man. I admire every inch of the human you are and are becoming. I cannot wait to celebrate many many more. I love you G.”
—Eiza González, Actress
The Significance of These Celebrity Love Links
The overlapping relationships between Timothée Chalamet, Eiza González, Serena Williams, and Grigor Dimitrov highlight how interconnected the worlds of film and sport can be, especially among global celebrities. While the connections between these stars originated from brief relationships, they have now captured public fascination because of how former flames have moved on to meaningful new partnerships. Chalamet’s romance with Kylie Jenner continues to attract media attention, and González and Dimitrov’s evolving relationship is shaping its own story in the limelight.
As new chapters unfold for these public figures, the intertwining of their past relationships with their present ones demonstrates how celebrity relationships often overlap in unforeseen ways. This network of exes linked by love, career, and shared history keeps fans and followers curious about what will develop next in the worlds of both Hollywood and professional sports.
