Doug is excited about going to his first school costume dance, and possibly having the opportunity to dance with his dream girl, Patti. But Doug's excitement soon fades when Roger reminds him that he has no dancing talent, so Doug goes to Skeeter for dancing tips.

Doug makes a model of a volcano for a science project. But when rumor has it that the volcano erupted, and caused the whole science room to explode, Doug decides to disguise himself as Jack Bandit and go on the lam to avoid the cops.

Doug joins the Bluff Scouts and on his first camping trip with the scouts, Roger ""volunteers"" to be Doug's camping partner.

Doug is thrilled when Mrs. Wingo tells him that he'll be introducing a special performer for an upcoming school show. That is, until he finds out that the performer is actually his sister, Judy.

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 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.

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.

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

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

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 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"".

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.

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.

Phil convinces Doug that he has a great idea to build the perfect kite to compete in the upcoming Bluffscout airshow. But Doug thinks his Dad's idea is too simple, so he changes it thinking it will be better, but he gets surprising results.

For Career Week, Doug is chosen by a computer to be corporate executive in charge of a class project. But he can't handle the stress, until he finds out there was an error in the guidance counselor's computer.

Assistant Principle Bone shuts down the school newspaper because of Doug's unflattering cartoon of the school's least favorite lunch food, magic mystery meat. But all the other students love the cartoon, so they rally to get their newspaper back.

Mr. Dink volunteers Doug to dress up as the Big Honkerburger and talk to kids in costume at the Honker Burger for a week. Plus, he has to go to the Bluffington picnic with Patti and be the Big Honkerburger without telling anyone who he is. Doug's busy weekend will be something he'll have to handle all on his own.

Beebe gets Doug and Skeeter their first gig for their new band -- but they have to let her join. Now, every time Doug wants to add something to the show he has to let in new members, and it seems they all just want to play the drums.

Doug tries to impress Patti with a magic trick from his new magic set, but it backfires and they end up handcuffed together, without the key, for the entire afternoon. This does not sit well with Patti as it makes her miss planned activites. After many attempts to get the key, they realize the magic store owner may have a solution.

A/B) When a spooky new amusement ride, Blood Stone Manor, opens up at Funkytown on Halloween night, Skeeter wants to check it out instead of trick or treating. Doug reluctantly agrees to go, but when the park closes before their turn comes up, Roger convinces them to go on the ride anyway. Once on the ride, Roger scares Doug and Skeeter big time, so it's up to them to scare Roger back!

Skeeter gets a high score on an intelligent test making him a genius, and Doug is convinced Skeeter got the wrong test results. But soon Skeeter starts to spend less time with Doug and more time thinking about going to college, and Doug thinks he's lost his best friend.

A/B) Porkchop has been mistakenly accused of attacking Beebe and Doug has to try and clear his best non-human friend out. Unfortunately, former Mayor White, and Bill Bluff are determined to make sure that Porkchop never bothers anyone again. After a trial in court, Porkchop is sentenced to a dog pound for bad dogs. Then, Doug convinces the court to let Porkchop return to the scene of the crime to show them what really happened.

Doug and Skeeter wear their Bluffscout uniforms to school to prepare for the upcoming Shindiggarama. But Doug gets laughed at and concludes the Bluffscouts are ""kids stuff"", so he quits. Doug then trys to live a more grown up life by talking and dressing like a grown up. A mature party at Roger's house makes him realize he's not having fun as an adult because he cared too much about what people think. Doug then goes back to Bluffscouts and has a great time at the Shindiggarama.

Doug wants to go to The Beet's Final Farewell Concert with Patti. In order to get enough money to buy concert tickets, Doug gets a job in his grandmother Edna's craftee shopee. She agrees to let Doug make the store more hip by adding a hot foamaccino bar and other various hip toys which increases sales. Soon, Doug has more than enough money for two front row tickets at the concert and even has enough to make the night special. But the day of the concert a trendier store opens accross the street which leaves Doug with no money, and his grandmother out of business.

Doug complains that Miss. Kristal gives too much homework, and wishes she wouldn't. After Willy tells his dad that Miss. Kristal is a bad teacher, Principal White fires her. So Principal White becomes their new teacher and brings an end to homework. The class is happy that there is no more homework, but soon Willy is the teacher and when he goes overboard, the entire class realize how good Miss. Kristal was.

With a new baby on the way, Doug's family is too busy to have a traditional Christmas and Doug wants one. So Doug and Porkchop decide to have their own secret holiday celebration in his room. But when he later finds the house completely empty Phil phones with news, the baby is born on Christmas Day. Meanwhile, Fentruck tells all his friends how they spend Christmas in Yakestonia.

Guy sees a musical and is inspired by it. He tells Skeeter to work on a secret script for a huge drama play for Beebe Bluff Middle School. The play is a love story between Leonardo da Vinci and the Mona Lisa. Doug gets interested in auditioning when he learns Patti gets the female lead, and is in a KISSING SCENE at the end of the play. Doug trys hard to get the male lead, but when Guy gives himself the role, Doug wonders if his work was wasted. But before showtime, Guy gets sick and someone else has to be the male lead.

Skeeter is dating Beebe and Doug is disgusted by Skeeter's lovesick attitude and jealous of their friendship. Doug decides to fight back which ends up in the end of their friendship. Doug and Skeeter have been friends forever, but not anymore. Then when Doug tries to break up Skeeter and Beebe, Elmo reminds Doug who got them together. Meanwhile, a flood is reported to hit Bluffington and Roger wants to be part of ""the biggest thing to ever hit this town"".

Bill Bluff's public relations firm decides that Bill should have Thanksgiving Day dinner with an average Bluffington family to increase his popularity. Doug's family is choosen and turns their simple Thanksgiving plans upside down. They won't let Patti join their dinner and Judy doesn't like what Bill is doing in preparation for the big dinner. So Doug sets out to make everyone happy for Thanksgiving.