Leo’s 2011 was better than 99.9999% of every man in the world’s entire lifetime with regard to dating women. Bobbie Brown, Emma Bunton, Karen Butler, Mariah Carey, Carmen Electra, Heather Graham, Monica Hansen, Vanessa Hayden, Natasha Henstridge, Lauren Holly, Rachel Hunter, Sara Foster, Paris Hilton, Kendra Jade, Kidada Jones, Carmen Kass, Virginie Ledoyen, Juliette Lewis, Lindsay Lohan, Demi Moore, Kate Moss, Carla Paneka, Tawney Sablan, Ashley Scott, Alicia Silverstone, Jessica Simpson, Alyssa Sourovoya, Vanessa Trump, and Liv Tyler, phew! Women Dated: Juliette Lewis (1993), Brittany Daniel (1994-95), Bridget Hall (1995), Claire Danes (1995-96), Kristen Zang (1996-1997), Helena Christensen (1997), Linnea Dietrichson (1997), Eva Herzigova (1998), Vanessa Hayden (1998), Kidada Jones (1998), Bijou Phillips (1998), Amber Valletta (1998), Demi Moore (1998, 2002), Gisele Bundchen (2000-2005), Sienna Miller (2005), Bar Refaeli (2006-2009, 2010-2011), Emma Miller (2009), Ashley Roberts (2009), Anne Vyalitsyna (2009), Blake Lively (2011), Alyce Crawford (2011), Kendal Schuler (2011), Madalina Ghenea (2011), Erin Heatherton (2011-present) Words fail. This is the age of serial monogamy, remember—a guy is just not going to put up Warren Beatty numbers.Some of these ladies carbon-date to the "Pussy Posse" era, when Di Caprio led a group of young bird-doggers that included Tobey Mc Guire, Kevin Connolly, Lukas Haas, and magician David Blaine, company that insured Leo was always the best looking guy in the room. And if we did, we sure as hell wouldn't post it on the Internet for free. At first it was censored, and understanding what the public wanted, slowly unveiled the list in full.Chock full of stars from Adam Levine and James Franco to normals/unknowns like Brian @ GPA and Riley S., Lohan's fuck list went viral, capturing the attention and hearts of America—much like the star herself has always continued to do, even in her tougher times.
The man who was once in charge of “The Pussy Posse.” Derek Jeter’s sexual history is impressive, Wilder Valderrama’s is mind-boggling, but neither of them hold a candle to Leo. A hot actress and two supermodels, Leo was just getting started.
It pisses me off when you do, to start naming names. Pheonix" (hey, you don't have to know how to spell someone's name to allegedly sleep with them) were rumored to have dated in 2006.
The report came from an unreliable source and didn't get much attention. Lukas Haas: In 2009, Lindsay reportedly hung out with Leonardo Di Caprio and his best friend Lukas Haas at Voyeur (are you sensing a pattern? Rumors circulated that she might be dating Leo, to which Lohan apparently told Gossip Cop, "Hahahaha.
Most of his time lately has been in places like indonesia, trying to help save the ecosystem.” As admirable as that is, if Leo can't both save the ecosystem AND date a smokin' hot Victoria's Secret model, then what's it all been about? Leo, you and your Oscar, which I'm sure is in a backpack you keep with you at all times, deserve the utmost happiness.
Here’s the umpteenth reason why Rihanna still won’t take Leo seriously.