At the start of another school year, Steve is about to celebrate his 40th birthday. After assigning his students the task of listing their life's goals, Steve finds a similar list he prepared 20 years earlier, only to discover he has achieved little of what he wanted. Meanwhile, as Steve learns Regina is dating multi-millionaire basketball star Jordan Maddux, a pregnancy test indicates Lovita and Cedric are going to have a baby. Steve decides to turn 40 while on a cross-country motorcycle trip