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.

Mara, a girl recovering from a near-fatal bicycle accident, struggles to admit to herself and her family that the chronic pain left from the accident may never go away.