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.

Cooper is an actor who sees life as one big party, while Ed is in advertising and takes life too seriously. When Ed gets stressed over a deadline he has to meet, his brother Cooper works hard in trying to get his brother hooked up with a girl, thus a long weekend of stress and beautiful women, culminating in Ed meeting, and making love to, the woman of his dreams.

A vigilante homeless man pulls into a new city and finds himself trapped in urban chaos, a city where crime rules and where the city's crime boss reigns. Seeing an urban landscape filled with armed robbers, corrupt cops, abused prostitutes and even a pedophile Santa, the Hobo goes about bringing justice to the city the best way he knows how - with a 20-gauge shotgun. Mayhem ensues when he tries to make things better for the future generation. Street justice will indeed prevail.