The Funnies have moved from Bloatsburg and are just arriving at their new home in the town of Bluffington. 11-year-old Doug Funnie writes his thoughts in his journal and worries he will not be able to make any friends. On a search to find food for his Mom (Theda), Dad (Phil), sister (Judy), and himself, Doug meets his next door neighbor Mr. Dink. He shows Doug a video about Bluffington and introduces him to the popular hangout fast food restaurant called The Honker Burger. When Doug gets to the hangout, he meets Skeeter Valentine who befriends him right away. Doug also meets Patti Mayonnaise and, right away, has a secret crush on her. However, all is not well when he also meets the local bully Roger Klotz who tricks Doug into believing he has to catch a monster called a Neematoad at Stinsen's Pond to be a town hero.

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.

When Porkchop begins acting very strangely, Doug tries to find out what's causing his friend's odd behavior. It turns out that Porkchop has come down with a case of "puppy love" for a local poodle.

Doug refuses to get his picture taken for School Photo Swap Day at school, because he has suddenly become self-conscious of his nose after Skeeter's brother Dale calls Doug "big nose."

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

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 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.

A prankster steals Vice Principal Bone's "Der Grosser Yodelmeister" Trophy, and puts it in Doug's locker. Mr. Bone searches all the school's lockers and is convinced that Doug had stolen the trophy.

For Student Government Day, Doug is chosen to interview the Mayor of Bluffington, Mr. Robert "Bob" White. He visits the mayor on a field trip to Bluffington Town Hall, and saves the ice cream factory from a meltdown.

Doug is entered (thanks to Roger) into a school talent contest, and decides to try out a ventriloquism act. Once their on stage, Doug has to keep his new pal Buster from losing his head on stage.

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.

Roger begins pestering Patti to help him with his book report. This doesn't sit well with Doug, who tries to stop Roger from bugging Patti.

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, Doug tries to get the doodle back with Smash Adams style.

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.