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Is Leonardo DiCaprio Hollywood’s Most Successful Ladies Man?

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ross-merrill - July 18, 2016

Surprise! Leonardo DiCaprio is dating a blonde model. This time it's Nina Agdal, whose luciousness has been covered extensively on this site.

Leo's famous for his conquests, of course. There was Blake Lively, Gisele, Bar Rafaeli, and the list goes on. But while Leo may be the defending champ of arm candy, he's not the only big star to have ever won the title. Here are some of the Hollywood leading men who seemed to get every woman they wanted -- and they wanted a lot of them.

Tom Cruise

The Chosen One of Scientology (a title I just made up) has made a lot of leading ladies "go clear." A list of the vanquished: Heather Locklear, Rebecca De Mornay, Mimi Rogers, Penelope Cruz, Nicole Kidman, Katie Holmes, Cynthia Jorge, and now possibly his Mummy reboot co-star Sofia Boutella. Most of these women were his co-stars, so as long as Tom keeps making movies, he'll have a viable dating pool.

Ryan Gosling

Like Leo, Ryan starred in a movie that made teenage girls cry, which has apparently given him lifetime access to Hollywood's sexiest women. He started with his Notebook co-star Rachel McAdams, then moved on to Sandra Bullock, Famke Janssen, Blake Lively (just before Leo swooped in), and now Eva Mendes. He has two daughters with the Fast and Furious fox, but the two aren't married...so Ryan's list could get even longer.

George Clooney

TV star. Film star. Producer. Director. Humanitarian. Two-time Oscar-winner. It's not hard to see why George attracts the chicks. Before settling down with a nobody (I kid! She's an important human-rights lawyer), Mr. Strong Jaw sampled Kelly Preston, Renée Zellwegger, Krista Allen, and WWE Diva Stacy Keibler, along with French TV personality Céline Balitran, British model Lisa Snowdon, Italian actress Elisabetta Canalis. So George basically dated all of Europe. His wife is half-Lebanese so that's another continent he's conquered.

Lil Wayne

How could we forget Weezy? The man has four children with four different women, which is either awesomely baller or shockingly sad. Either way, the dude gets around. First, the mothers: Antonia "Toya" Carter, Sarah Vivan, Lauren London, and Nivea. Add to that list the rapper Trina, Karrine Stefans, Adrienne Bosh (before she married Chris), Megan Good, Christina Milian, and now an Instagram model named Erika. If some of these names aren't familiar to you, I can confirm that all of this girls are gorgeous. So, like father, like son? At 500 degreez, the block is hot, so it's lights out. And yes I'm just naming Lil Wayne albums now.

John Mayer

We can't all be rappers or Oscar-winners. John Mayer proves that even goofy guys who play acoustic guitar -- not to mention white guys who play the blues -- can land some major hotness. He has hooked up with a fantastic collection of busty women, including Jennifer Love Hewitt, Jessica Simpson, Katy Perry, and Minka Kelly. He's also been linked to Cameron Diaz, Vanessa Carlton, and Taylor Swift, whose "Dear John" song made him feel "humiliated." A few months ago, he was seen with model Jessica Michibata. So (soft) rock on, John.

Charlie Sheen

I tried to keep him off this list, but the man's numbers are too staggering. Two of his three marriages were to hotties Denise Richards and Brooke Mueller. He also dated porn stars Ginger Lynn, Heather Hunter, and Brett Rossi, along with Penthouse Pet Georgia Jones. At one point, he was living with two women, one of them porn actress Bree Olson, actually turning every man's fantasy into reality. He dated Kelly Preston until he accidentally shot her in the arm, dated Robin Wright Penn as a teenager, and was involved with fellow 80s Brat Packer Winona Ryder. All of these relationships failed, usually due to Charlie's addictions (and sometimes those of the women), but optimists like me hope he'll still find happiness. His katrillions of dollars from Two and a Half Men should help.

Did I forget anyone? Add 'em in the comments.

Photo Credits: FameFlynet

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