After residing in relative obscurity for almost a decade, Mac (pictured in 2013) made his big-screen comeback with the little-seen 2003 drama Party Monster (playing notorious '90s party boy Michael Alig) and the better-received Mandy Moore-starring dark comedy Saved! in 2004. Culkin went on to appear in five episodes of Robot Chicken and starred in the 2009 NBC drama Kings, though the series was canceled after its first season. Up next, Culkin has the Adam Green indie film The Wrong Ferarri, A Screwball Tragedy, which was shot using only an iPhone. Unfortunately, Culkin has also had trouble with the law: In 2004 he was arrested for drug possession. He pleaded guilty and received three one-year suspended prison terms and a $540 fine. On a personal level, Culkin married actress Rachel Miner in 1998, but they were divorced in 2002. That same year he began dating Black Swan star Mila Kunis, but the two split in 2011 and remained close friends.