Leonardo DiCaprio’s Smallest Age Gap Relationship Was Over 20 Years Ago

Leonardo DiCaprio has always been in a class of his own. The actor, whose Hollywood career goes back to the late ’70s, has delivered one critically acclaimed film after another throughout his career. These include dramas he did as a young up-and-comer, like Basketball Diaries and What’s Eating Gilbert Grape, as well as hits from his later years, including The Departed, Inception, and The Wolf of Wall Street.

Indeed, DiCaprio pretty much rules the film world, much like he rules the dating scene. Over the years, the Hollywood A-lister has been linked to a lot of gorgeous women (including his Titanic co-star Kate Winslet, although their relationship has always been strictly platonic). As far as the ones that DiCaprio has dated, however, it seems that DiCaprio prefers to be with much younger women. Interestingly, his smallest age-gap relationship also ended over two decades ago.

Fans Noticed An Interesting Trend With Leonardo DiCaprio’s Dating History
DiCaprio apparently breaks things off with girlfriends around the time they turn 25

Actor Leonardo DiCaprio and girlfriend model Bar Refaeli sit courtside during Game Two of the Western Conference Quarterfinals of the 2010 NBA Playoffs between the Los Angeles Lakers and the Oklahoma City Thunder at Staples Center on April 27, 2010 in Los Angeles, California.

One Redditor created an eye-opening graph that shows DiCaprio’s age and that of all the women that he dated from 1999 to 2019. And based on the graph, the A-list actor seems to break things off with his girlfriends the moment they turn 25.

This trend was noticeable through girlfriends like Gisele Bündchen, Bar Rafaeli, Blake Lively, and Camila Morrone.

While Leo doesn’t always dump girls when they turn 25, he has been said to have an ‘upper age limit,’ as he had never dated anyone over age 25 by the time he and Camila Morrone split up in 2022 (she turned 25 in June 2022).

Leonardo’s Smallest Age Gap Romance Was Decades Ago
Leonardo’s age gaps with his girlfriends have gotten bigger over time

Actor Leonardo DiCaprio and model Gisele Bündchen pictured together

It may not come as a surprise that DiCaprio’s smallest age gap relationships were with women that he dated when he was relatively young himself. When Leo was under age 30, he had a few relationships with women who weren’t that much younger than him — at least, fewer than 20 years’ difference.

One relationship was with Gisele Bündchen; according to reports, the former couple started dating after DiCaprio spotted Bündchen and asked her out. They went on to become one of Hollywood’s most glamorous couples up until their breakup in 2006.

While the romance between DiCaprio and Bündchen didn’t last, it seems the former couple have remained good friends over the years. During an interview with Vanity Fair in 2009, Gisele gushed about her ex calling him a “really wonderful person.”

Bündchen also revealed that she has also remained in touch with both DiCaprio and his mother and that the actor still had one of her dogs. “We know what we had,” she later added. “We were just not meant to be boyfriend and girlfriend, but I respect him enormously.”

As for Leo’s other smaller age-gap exes, there aren’t many; Leo and Bar Rafaeli are over a decade apart, Blake Lively is 13 years younger, and rumored girlfriend Kelly Rohrbach is 15 years younger.

The Oscar Winner Is Trying To Date Older, Reports Say
Leo might be moving on for a new kind of small-age-gap relationship

Leonardo DiCaprio

DiCaprio probably couldn’t care less about the Reddit graph or the many comments about his dating history. Just the same, the actor is reportedly trying to go out with women who are closer to his age. That said, this seems to be easier said than done for DiCaprio.

For instance, following his split with Morrone, the actor reportedly had a brief romance with model Gigi Hadid, who was 27 at that time. Not long after that, DiCaprio dated model Victoria Lamas in 2022. At that time, Lamas was 24.

That same year, the actor was also linked to 20-year-old model Eden Polani, although their romance was never confirmed.

Soon after, in 2023, it became apparent that DiCaprio had moved on from both Hadid and Lamas with the actor spotted getting cozy with Italian model Vittoria Ceretti. At the time that their romance went public, Ceretti was 25 years old, which meant she had a 23-year age gap with the actor.

Despite this, it seems that DiCaprio is quite serious about his new relationship. The Hollywood A-lister was even spotted spending Thanksgiving with Ceretti’s family in London that same year.

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