After having had big success in the nineties, the new millennium only saw Culkin appear in the headlines in negative ways. He had to endure his parent’s divorce and the ugly custody battle that followed when he was fourteen. Meanwhile, his father always tried to further his son’s career and that didn’t help at all. When Macaulay Culkin was 18, he married his fellow actress Rachel Miner – they were divorced only twelve months later. From 2002 to 2011, he was in a relationship with Mila Kunis. He was arrested for possession in 2004.