Drake has a girlfriend named Kelly who has a laughing problem. He really wants to break up with her, but can't. The reason why is because she is the daughter of Drake's mean teacher, Mrs. Hayfer, who threatens him with summer school if he breaks up with her daughter. Meanwhile, Josh gets a very ugly shirt which he claims as good luck.

Drake is accused of parking Mrs. Hafer's car in the middle of her classroom. Drake and Josh must go in front of the school's Honor Council to prove Drake is innocent.

To keep from being sent to remedial English, Drake agrees to mentor a little kid named Sammy. Unfortunately, Sammy would rather hang out with Josh.

Mrs. Hayfer needs a house sitter for the weekend and it's the boys to the rescue, but all doesn't go according to plan when they meet Tiberius, a vicious dog with an appetite for… Drake and Josh?! Walter is exercising for the mile run against another weather man.