Bobby's parents and Kelly are going out. Bobby and Derek are upset because they are getting a babysitter, but things turn out better than they thought.

Bobby goes with his family to a relative's wedding, having the dubious distinction of ring bearer. There are of course mishapps on the way to the wedding.

The family goes on a road trip to the Grand Canyon. Unfortunately, the trip doesn't go as smoothly as Howie thought it would.

Bobby gets a loose tooth, and all heck breaks loose.

Bobby spends the night with a friend who keeps blaming him for his own bad behavior.

Bobby gets locked out of his house, and cannot figure out what he should do.

The Generic family celebrates Mother's Day at an amusement park.

Bobby thinks that Roger is kidnapped and held for ransom.

Bobby is worried that he has come down with a terrible disease... the cooties.

Bobby learns a lesson about keeping his word.

The family goes on a cruise and Bobby learns a lesson about practical jokes.

Bobby has the blues because he is too young to play with Kelly and Derek and their friends.