It's Halloween and Charles helps the kids prepare for the night. He also helps out Buddy who is lacking confidence over a date and wants Charles to 'accidentally' run into the girl and learn what she likes.
Charles finds himself in a bind when he wins two tickets for a Bruce Springsteen concert and both Buddy and Gwendolyn want to go with him. He also has to deal with doing the right thing with a dog that the boys brought home.
The Pembroke house is snowed in while Mr. & Mrs. Pembroke are at the movies. Things go from bad to worse for Charles when the furnace goes off and he has to deal with the kids as well as a group of Lila's friends.
Charles and Buddy join forces to start a new business venture that will have them screen potential live-in house helpers to be trained by Charles himself. Not all candidates are quite up to their standards.