Uncle Ted and Bobby decide to have a campout in the back yard. This is Bobby's first time sleeping outside and he does not know if he is ready. At first Bobby can't wait, but when he finally does campout with Uncle Ted he is frightened by many things.

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 the mall, but ends up getting lost.

Bobby's dad tries to fix a plumbing problem in the house... with not much luck.

Bobby shows Roger his leash and he runs away. Now everyone has to find Roger.

It's Halloween and Bobby is too little to go trick or treating, so Uncle Ted helps Bobby turn the house into a Halloween House of Horror.

Uncle Ted takes the family out on his new boat and they end up stranded on an uncharted island.

Bobby is afraid to see a new doctor after watching a scary movie on television.

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.

Uncle Ted takes Bobby to a museum while Bobby daydreams about cartoons.