Doug decides that he needs a haircut, but he doesn't want just ANY kind of haircut. He goes around town, trying to find a barber that can cut his hair the same way his old friend in Bloatsburg did. He looks all over and finds Mr. Sweney before escaping the dangerous baraber Fluke.

Doug's motorcycle-riding Grandma Opal comes to visit and she teaches Doug to takes risks and enjoy life while taking him on his first motorcycle ride and sushi lunch.

Doug accompanies Mr. Dink to the Big Time Bass-Off Contest, in order to try and catch a fish named Chester who stole Bud's wallet 30 years ago.

Doug and Skeeter try to make some money in order to buy Mr. Dink a new grill, after they accidentally break his old one with a baseball.

Doug freaks out when he can't find his journal anywhere. All his personal thoughts are in that journal, and he'll do anything to get it back. After posting flyers around town, he learns that Roger has found it.

Doug accidentally hands in his doodle of Mrs. Wingo, instead of his essay assignment. Hoping he won't get into trouble or be embarrassed, Doug tries to get the doodle back as Smash Adams.

Doug and Patti are both paired up in a cooking class competition. When Patti tells Doug she can't cook, Doug invites her over to his house to practice some easy recipies and decide what to cook for their class.

Doug is nervous because he is given the job of babysitting Skeeter's younger brother, Dale, when the Valentines leave for a trip. So he asks all his friends for advice on babysitting, but Doug finds out you can't always rely on other people's advice.

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.

Patti is rejected from the school baseball team by Coach Spitz, only because she's a girl. She then organizes her own team with the other kids who have been rejected, and challenges Coach Spitz to a game.

Doug is reluctant to ask Patti to the Tri-County Fair, so Skeeter invites Beebe to go with them too. Once at the fair Doug wants to get the chance to ride the giant ferris wheel with Patti.

Before Beebe's big costume party, Skeeter has to tell Doug that they can't go because he believes that he and his family are going move to a new town. Doug can't believe Skeeter has to move, but then Skeeter secretly moves in with Doug in order to stay in Bluffington with his best friend.

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.