Will Leonardo DiCaprio ever settle down? 

While the Oscar winner, who turns 45 today, has been in a serious relationship with girlfriend Camila Morrone for almost two years now, he's still known as one of Hollywood's most infamous bachelors. And he's got the dating resume, which holds zero public engagements, to prove it.

Since he first was spotted with one in the mid-'90s, Leo has shown quite the fondness for models. Hey, everyone has a type, right! But do you remember that that five-month romance with Blake Lively that had everyone gossiping? 

And one thing's for sure: a relationship with the Once Upon a Time in Hollywood...star is an adventurous one, filled with lavish vacations, trips to the Cannes Film Festival and lots of bike rides in NYC. Plus, you might just find yourself becoming a viral meme. 

Still, Leo doesn't get serious with just anyone; in his long and award-filled career, Leo has only officially brought just two of his girlfriends to a major red carpet event—and only a handful of women have met his mother.

So let's take a stroll down memory lane and look back on Leo's stacked dating history...

Leonardo DiCaprio dating history, Bridget Hall

Dave Allocca/DMI/The LIFE Picture Collection via Getty Images

Leonardo DiCaprio dating history, Bridget Hall

Dave Allocca/DMI/The LIFE Picture Collection via Getty Images

Leonardo DiCaprio, Gisele Bundchen, Oscars Couples

Frank Micelotta/Getty Images

Leo DiCaprio, Bar Rafaeli

Noel Vasquez/Getty Images

Leonardo DiCaprio, Blake Lively

Fame Pictures

Erin Heatherton, Leonardo DiCpario

Teach/FameFlynet Pictures

Leonardo DiCaprio, Toni Garrn


Leonardo Dicaprio, Kelly Rohrbach


Coachella, Rihanna, Leonardo DiCaprio

Jesse Grant/Getty Images

Leonardo DiCaprio dating history, Nina Agdal


Bella Hadid, 23rd birthday

Jackson Lee / SplashNews.com

Leonardo DiCaprio, Camila Marrone


Leonardo DiCaprio, Camila Morrone

John Sheene/ACE Pictures/INSTARimages.com

Watch the 2019: What E! Year end-of-year special Tuesday, Dec. 17 at 10 p.m.! E! News returns Monday morning, Jan. 6 at 7 a.m.!

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