We follow perpetually-single Will as he attempts to woo women, while avoiding any real commitment. His life changes when a quirky, bohemian, vegan single mother, Fiona, and her 11-year-old son, Marcus, move in next door. Marcus is a misfit, and already being bullied at his new school, yet he and Will strike up an odd-couple friendship, under Fiona’s disapproving watch.

Fiona oversees a project for Marcus' class. Later, Marcus goes on a shopping spree with Will.

Marcus develops a crush on a girl who has a penchant for trouble.

Will is sued by an angry ex-girlfriend.