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Crossing Over is a film about Vanessa, a young adult whose life rapidly comes to a collapse with an aimless career, professional failure, and unrequited love. Vanessa finds herself failing at her job and as an actress. She discovers she was deceived when she proposes to a man who she thought loves her, only to find out later he has a wife and is starting a family. Through a new friend, Christine, and through a newly reinvented identity as Ivy, she finds herself entering a new lifestyle unknown to her.