Jack Sadelstein, a successful advertising executive in Los Angeles with a beautiful wife and kids, dreads one event each year: the Thanksgiving visit of his twin sister Jill. Jill's neediness and passive-aggressiveness is maddening to Jack, turning his normally tranquil life upside down.

James is unlucky in love. He’s stuck in a routine of all work and no play and can’t seem to shake loose from it. The only thing that keeps him going is his daily commute to work, which he shares with the girl of his dreams. The only downside however, is he can’t pluck up the courage to speak to her, and she doesn’t seem to know he exists. With his two work colleagues as his only aid, James finds himself caught up in a never ending cycle of embarrassing and awkward situations as he attempts to win her heart. This is the story of when boy meets girl… But with nerves…