At 50, Leonardo DiCaprio remains unmarried despite a string of high-profile relationships. Discover why insiders say he’ll never settle down, his dating history, and Vittoria Ceretti’s mission to change his mind.

Leonardo DiCaprio at 50: The Real Reason He’ll Never Marry

Leonardo DiCaprio, the Oscar-winning actor known for his legendary roles in Titanic, The Wolf of Wall Street, and The Revenant, has another reputation that precedes him—his reluctance to marry. At 50, DiCaprio remains one of Hollywood’s most eligible bachelors, despite being in a relationship with 26-year-old Italian model Vittoria Ceretti since 2023.

So, why does DiCaprio—who has dated some of the world’s most beautiful women—refuse to walk down the aisle? Insiders, past interviews, and social media reactions shed light on his long-standing aversion to marriage.

DiCaprio’s Dating History: A Pattern of Short-Term Romances

DiCaprio’s dating history reads like a who’s who of supermodels and actresses, with most relationships ending before hitting the five-year mark. Some of his most notable exes include:

Gisele Bündchen (2000-2005) – His longest relationship, lasting five years.
Bar Refaeli (2005-2011) – On-and-off for six years.
Camila Morrone (2017-2022) – A five-year relationship that ended when she turned.
Vittoria Ceretti (2023–present) – His current girlfriend, who is 24 years his junior.

A Hollywood producer once joked about “Leo’s Law”—the unofficial rule that DiCaprio never dates women over 25. While Ceretti, now 26, has broken that trend, insiders say marriage is still off the table 25.

Why DiCaprio Won’t Marry: Insiders Weigh In

Multiple sources close to DiCaprio suggest that he simply doesn’t see himself as a husband.

“He doesn’t feel the need to tie the knot to make things official,” a Page Six insider revealed.
“This noncommittal lifestyle is part of who he is, and he makes no apology for it,” another source told In Touch Weekly.
DiCaprio himself has been vague about marriage, telling Parade Magazine: “That time will come when that time comes. You can’t predict marriage” .

Vittoria Ceretti, however, is reportedly “on a mission to become Mrs. DiCaprio” by embracing his geeky passions—like comic books and fossils—to prove she’s more than just a “trophy girlfriend”.

Social Media Reactions & Public Speculation

Fans have long mocked DiCaprio’s dating habits, with memes joking about his “expiration date” for girlfriends. When Ceretti was spotted wearing a diamond ring in 2024, Twitter erupted with speculation—only for it to be debunked as an old piece from her collection .

“He hit 50 and realized it was finally time to settle down. LOL.” – Fan tweet .

Watch: DiCaprio & Ceretti’s St. Barts Vacation (2023)

Leonardo DiCaprio and Vittoria Ceretti in St. Barts | Daily Mail Video

Conclusion: Will He Ever Change His Mind?

While Ceretti may be trying to break the mold, history suggests DiCaprio is content with his bachelor lifestyle. As one insider put it: “He loves spending time with Vittoria but doesn’t envision himself as a husband” .

For now, the world watches to see if the man who famously survived the Titanic will ever surrender to marriage—or if he’ll remain Hollywood’s eternal bachelor.

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