Skeeter and Doug win tickets to go see The Beets live in concert. Unfortunately, everything comes to a halt when Skeeter gets grounded and can't go with Doug to the concert. Doug wants to go to the concert, but sticks with his best friend. On the night of the concert, the two of them head off to the Honker Burger and get the surprise of their life.

Doug feels inferior because he doesn't have awesome new shoes, Sky Davis Inflatable Air Jet, like everyone else. That is, until he meets the real Sky Davis.

Doug spends a day drawing his favorite cartoon super hero, Quailman, who saves students from the evil Dr. Klotzenstein, who is using his ""brain beam"" to suck intelligence out of kids at the Bluffington School.

Roger invites everyone over to his house except for poor Doug, who begins to feel left out. Doug later imagines himself as Quailman battling Dr. Klotzenstein, the mad scientist who turns all Bluffington citizens into mindless zombies with his zombie chips. Doug then faces Roger at his trailer to discover he has organized a one year anniversary party for Doug.

Roger tricks Doug into breaking a school rule which causes Mr. Bone to give his entire class a detention on a Saturday. Doug imgaines how Quailman would handle the situation of battling the Rulemeister and his pointless rules to try and get his friends out of detention.

When Doug gets The Beets to play a concert at school, Mr. Bone cancels the deal. In a Quailman daydream, he battles RoboBone and his robotic army, which leads to a compromise with Mr. Bone.

The Beets concert is sold out, and luckily Judy has two tickets which she doesn't want. Judy gives Doug her tickets and he and Skeeter set out on an incredible adventure on the road and end up as Beets roadies when they meet other fans.

A mysterious hat floats onto Doug's head. Strange and wonderful things begin to happen to him so Doug claims the hat as lucky, and it isn't long before Roger wants to get his hands on it.

While Mrs. Wingo is away, a substitute named Ms. Newberry takes her place. But Doug makes a bad first impression which places him as the class troublemaker and Roger as the nice guy. So Doug tries everything to change Ms. Newberry's image of him.