Maestro's suave, career-minded older brother Jared must break the news of the ""arrangement"" to his carefree, aspiring musician roommate Sean. Needless to say, Sean is less than thrilled with the news that a six-year-old child is his new roommate and questions the impact Maestro's presence might have on his sex life. But it's not long before Sean realizes Maestro's ""babe magnet"" potential, and he quickly learns to use his adorable pint-sized roomie's charm and wit to his advantage.

Maestro develops a big crush on his babysitter Katie, a precocious 13-year-old who's more impressed with older musicians, especially Sean. Meanwhile, Jared tries to learn golf to impress his boss Mr Levin, who happens to be Katie's father.