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Leonardo DiCaprio Still Undisputed Leader of the ‘Pussy Posse’

News

Leonardo DiCaprio Still Undisputed Leader of the ‘Pussy Posse’

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You may recall a period in the late 90s when a group of respectable young Hollywood chaps were lovingly referred to as the “Pussy Posse.” Led by Leonardo DiCaprio, The Posse was made up of a bunch of up-and-coming 20-somethings (most of them didn’t skyrocket to DiCaprio-level, supermodel-shtupping fame).

Other members of The Posse included Tobey Maguire, Harmony Korine, Jay R. Ferguson (AKA Stan Rizzo from Mad Man), Q-Tip, Ethan Stuplee (the guy who isn’t Earl on My Name is Earl), and Kevin Connolly, who crowned Leo as the king of the Pussy Posse while promoting the forthcoming Entourage movie on Watch What Happens Live. 

When asked which of The Posse members gets the most women (i.e. pussy), Connelly replies, “That answer is probably obvious.” Later adding, “With my hand to the Bible I swear to you never ever in any capacity – myself or any of my friends – referred to ourselves as the Pussy Posse.”

That may be true. The fellas were said to be known by that douchey moniker around Hollywood and New York, but it wasn’t until New York published the hilariously exploitive piece, “Leo, Prince of the City,” that the name truly stuck. Man, long-form journalism ain’t what it used to be.

But in case there was any confusion concerning who The Posse’s obvious leader is, Johnny Drama (Kevin Dillon) jumps in to make it perfectly clear. “But the answer is Leo,” he says.