Nate Peters is living the playboy life. He has great friends, a great job, no responsibilities, no girlfriend, and he loves it. Nate, being incredibly skilled with a pick-up line, has never failed to get a girl in his lifeâ€¦ until one day he meets Rosie York. Rosie is completely uninterested in him. Being unable to stand a dented ego, Nate makes it his mission to win her over. Not used to putting in much effort, Nate is surprisingly enjoying the chase of this off-limits little brunette. Maybe he has finally met his matchâ€¦ But Rosie has a few surprises of her own which will make it remarkably more difficult for him to get close to her.