Struggling with sex, love, career and friendship as a young twenty-something living in Brooklyn, Jason is the ultimate slacker who puts hanging with his friends, going to bars and hooking up above his entry level job where he's the lowest rung at a casting agency. It's not until a one night stand steals his heart and his pants, that he begins a quest to get his beloved jeans back, and hopefully the girl, while also growing up along the way.