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"We were just not meant to be boyfriend and girlfriend, but I respect him enormously, and I wish him nothing but the best," she told Access Hollywood in 2009.

The Grammy Award winning crooner and notorious lothario has wooed many of Hollywood’s hottest women.

With all the famous women Pitt has been involved with, it's amazing that none of them are on the list of celebrity sex tapes.. Who Angelina Jolie dated; list of Angelina Jolie loves, ex boyfriends; breakup rumors.Fans will also enjoy these pics of Angelina Jolie's tattoos, lesser known Angelina Jolie facts, and sexy photos of Angelina Jolie from her younger days.More than 20 years later, they still get together to look hot on vacation, save Russian tigers, and photobomb 50 Cent.Kristen Zang, a model who dated Leo for two years (1996-1998), accompanied the actor to the premiere of Romeo Juilet.