Beebe brings her new expensive radio to school, in order to impress the other students. When it ends up missing, Mr. Bone threatens to hold the whole class in afternoon detention, if the radio is not returned. Hoping to catch the real culprit, Doug decides to take the case as ""The Chameleon"", who is a master of disguise. But when Doug finds out that Skeeter has the radio, he'll either have to turn him in or cover for him

Doug writes a secret love song about Patti, and makes it into a video at a new store in the mall where you can make your own music videos. But after a mix up at the store, Doug gets Mr. Bone's video and Doug thinks his tape fell into the hands of Patti who is taking it to a slumber party at Beebe's house.

Doug unintentionally spends all of his money on a video arcade game ""Bag a Neematoad"", when he was supposed to be buying a beetball for a birthday present for Patti. So Doug figures the only way to get a present for Patti with no money, is to make something.

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.

A secret admirer is putting love letters inside of Doug's locker and Doug is sure that it's Patti.

Doug is excited when his Aunt Betty-Ann invites Skeeter and him to be on a TV show. The only problem is that it's the kiddie show ""Kiddie Koral"". Doug's goes to the kiddie show with Skeeter and later regrets it when Roger sees him on the show and tapes it. But when Betty-Ann recognizes Roger, the embarassement tables are turned.

An exchange student from Yakestonia named Fentruck Stimmel comes to live in Bluffington and attend the Bluffington School. But after Fentruck asks Doug to help him write a letter, Doug begins to suspect that the new kid may have eyes for Patti.

Bluffington students are cast in the school play, which shows the historic founding of the town. But when Judy is hired as director, she decides to take on a more ""modern"" approach to the story. But parents then begin to complain and Doug has to stick up for his sister.

When Roger starts acting nice, Doug's worst nightmare has finally become a reality - Roger has developed a crush on Judy. The only thing that could make things worse for Doug, is if Judy has fallen for Roger, so he has to find out.

Doug and his friends are all building soapbox racers for the Mt. St. Buster Downhill Speed Race, and they all want to win, and Doug and Skeeter are having trouble keeping their racer a secret. But once the race starts, there's a disaster on the track, and everyone finds out that helping a friend is more important than winning.

Theda and Phil go to Judy's school dance as chaperons and Doug plans a night in the house all by himself. But a huge thunderstorm knocks out the electricity and ruins his plan. In order to get the power back in his house, Doug must find the power box in his basement, in the dark.

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.

Doug is angry at Porkchop for chasing a raccoon and acidentally putting his paw-prints all over his painting for the Arts Guild Exhibition. But everyone, including the art teacher Mrs. Perigrew, thinks his ruined painting is a brilliant piece of art! When Doug's art is hung in an exhibit, Doug imgaines how Smash Adams would get it out, and tell the truth about his ""masterpiece"".

Mr. Bone's nephew Percy Femur is at the Bluffington School for a day and Roger gets ready to be the bully he is. But it turns out that Percy is very tough and a lot bigger than Roger, and soon, Doug has to break up a fight between Roger and Percy.

When the kids in Mrs. Wingo's class criticize Mr. Bone's dull school news video show, he challenges the class to do a better one. So the entire class turns their classroom into a newsroom with reports from the students.

Doug wants to go to the Hoe-Down dance with Patti. But when Connie asks him, Doug lies and says he's staying home to take care of his sick cousin ""Melvin."" His lie gets him into big trouble when Patti and Connie come over to visit his cousin. Doug asks Judy to help him out and does such a good job because then, Melvin is invited to the Hoe-Down.

In front of the dance teacher, Miss. Mimi, Doug signs up to be the lead dancer in the school ballet so he can be dance partners with Patti. But Beebe's mom, Betty, is trying to get her daughter the female lead, so Doug considers ""fixing"" Beebe's tryout. But then he realizes that he doesn't really need to.

The Bluffscouts are on a canoe trip. But trouble arrives when Scoutmaster Dink heads off into the forest to fix his broken computer, leaving Roger in charge. Doug and Skeeter can't stand Roger's orders so they search for Mr. Dink who seems to have disappeared.

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.

Doug compeats in the Mayor's fitness test featuring Ronald Weisenheimer and to get in shape, Doug starts a crash exercise program. But this only brings Doug to hurting every muscle in his body, and with sore muscles, Doug may not be able to compeat.

When J.B. Spiggot, a famous movie director is looking for someone in Bluffington to be in his movie, everyone is sure they'll be chosen, especially Judy. When Doug almost gets an offer, he worries about hurting Judy's feelings, but he's saved when Porkchop is who J.B. wants.

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.

Doug's tooth hurts after biting into a candy bar at the movies, and afterwards has to go to his dentist. Although he doesn't want to go to the appointment, he daydreams how Secret Agent Smash Adams would handle a dental situation, but soon his frown turns to a smile when he meets his new female dentist, Dr. Kay.

Doug wins a Super-Pretendo with the video game ""Space Munks"", but the more he plays, the more he can't put it down. Suddenly, he realizes the weekend is over and he hasn't even started his homework.

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.