Uncomfortable about having her spend time with his family, Steve puts his feelings in a letter to Regina, and then tries to get it back before she reads it.
Regina hires a new assistant to fill in while Lovita is on maternity leave, but after Regina gives the homely girl a killer makeover, she thinks Steve may be making a play for her. Meanwhile Romeo tries to decide whether to go to college or go to work with his father driving a cab, as Lydia muses on her college dorm assignment to roommate, Laquitia Jefferson.
Steve is a little too enthusiastic in his glee over Romeo, Bullethead, and Lydia's impending graduation, especially when Lydia wins the class-valedictorian race and Romeo is voted the senior speaker for commencement. Meanwhile, Steve and Regina compete with each other over who can book the coolest celebrity to speak at the commencement ceremony.