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Anna first met Ben after costarring in the 1999 horror film Lovers Lane. They wed in June 2004, but by April 2007, Anna had filed for divorce, citing irreconcilable differences. While Anna had initially requested that she not be required to pay any spousal support, according to court documents, she ended up paying Ben $900,000 and split property and acting royalties.
Following the divorce, Anna told Marie Claire that she went through a partying stage and got breast implants. "I was like, 'F*ck it, I've got nothing to lose, nobody to support.' I wore the same Garfield shirt and jeans for three weeks. I had a running joke with my friend: 'I hope somebody roofies me tonight!' I didn't care what people thought."