Tobey Maguire Is Taking a Note From BFF Leonardo Dicaprio’s Playbook as He’s Reportedly Dating a 20-Year-Old

BFFs Tobey Maguire and Leonardo DiCaprio are more alike than you may think. Not only do they love acting and partying, but they both love dating women under 25 years old.

Maguire and DiCaprio have been best friends for well over 30 years now, going back to when they both came into Hollywood and bonded over their similar upbringings. Not only have they starred alongside one another in multiple movies like The Great Gatsby, but they were part of an infamous posse that chased girls and wreaked havoc at bars alongside Kevin Connolly and Lukas Haas.

DiCaprio is even known as Uncle Leo to Maguire’s kids! They’ve done so much together, and now, it seems DiCaprio has inspired Maguire to date women more than half his age.

That’s right, while we all know about DiCaprio’s dating pattern of going out with women until they hit 25, it seems Maguire is also reportedly dating women who can’t legally drink in the United States yet.

In case you missed it, Maguire was reportedly packing on the PDA with a model named Lily Chee at Michael Rubin’s 4th of July bash. Per DailyMail, DiCaprio was also in attendance, but the Spider-Man star and the 20-year-old model Lily Chee reportedly left together.

Chee is a stunning model and actress, known for her starring role as Britney in the short-lived show Chicken Girls.

Not much else is known about their reported relationship, but everyone online has some big thoughts about this apparent romance, specifically their nearly 30-year age difference. (Now, Maguire is also no stranger to dating women about half his age, because from 2018 to 2021, he was dating model Tatiana Dieteman, who was 17 years his junior.)

Neither has publicly commented on the alleged romance, but everyone is keeping their eyes peeled.

Before you go, click here to see celebrity couples with significant age differences.