When Roger and Anita's house proves to be too much trouble for the 101 dogs they own, they move to a new farm. Lucky, Cadpig, and Rolly, however, prefer the city life and are determined to return to their old home. Then, Cruella keeps the pups hostage in the old city house and forces Roger and Anita to give over the farm.
A circus elephant wanders onto the Dearly Farm, which gives Cruella the idea that the Dearlys will be forced to sell the farm because their deed prohibits them from having any pets other than their 101 Dalmatians and the animals already part of the farm.
Lucky wishes to attend a dance with Two-Tone, but ends up with fleas, and he tries to get rid of them. However, Mooch wants to make Lucky fail so Two-Tone will be his girlfriend again, so he tries to spoil Lucky's friends' attempts at getting rid of them.
Lt. Pug's old bully rival, Persian Pete, comes back to haunt him at exactly noon, and Cadpig is determined to help him face his fear by hypnotizing him into a trance.
When Rolly traps himself into hearing the Colonel tell a story he has heard very often, Lucky stretches the truth to try to get him out of it, which lands them all in trouble by forcing them to sneak into Cruella's dwelling.
Lucky and Rolly compete on the game show Squeal of Fortune to win a bone autographed by Thunderbolt. Meanwhile, Cruella enters Scorch and Vendella into the show as well to advertise her new fashion pet wear. Then, Steven the alligator arrives and causes havoc at the show's end.
Lucky and Tripod compete to become Top Dog of Lt. Pug's Bark Brigade on the "Obstacle Course of Unspeakable Pain and Agony." The competition becomes more and more heated as the obstacle course goes on.
Rolly joins Mooch's gang after faking a fight with Cydne the Snake, although he dumps his true friends in the process. However, later Cydne comes to confront Rolly to force him to tell the truth.
Cruella makes her latest plans using the means of pollution, by being given responsibility of the farm while Roger and Anita are away and fooling the landlord into allowing her to build factories around the farm.
Rolly believes he has fallen in love with Dumpling and attempts to impress her. However, Dumpling doesn't seem interested in Rolly, causing him to lose hope. Lucky, Cadpig, and Spot attempt to help Rolly make an impression on Dumpling.
A Thunderbolt executive orders the Dearly Farm be used for the next episode of Thunderbolt. Lucky is overjoyed at the news. Despite this, when Lucky learns Thunderbolt doesn't do all his own stunts, which causes him to lose faith in his hero. Meanwhile, Cruella attempts to play a part in the production.
Spot embarrasses herself while the pups videotape her every move and submit it to Stupendously Embarrassing Home Videos, causing her to sign a deal with Swamp Rat to clear her name.
Fed up of hearing about Lt. Pug's fictional cat invasion, Lucky devises a plan to get him off their backs. However, the pups later discover Cruella's latest plot and realize that Lt. Pug may have been telling the truth after all.
After seeing a boy billionaire ask for a specific railway car, Cruella tries to get rich quick by stealing the one on the Dearly's farm. However, the pups and the Colonel attempt to prevent Cruella from getting her hands on it, causing them to embark on a wild mountain chase.
Spot has to baby-sit a chick, Peeps, when she really would rather go for a swim. She decides to find out if she can do both. However, Peeps the chick loves milk and keeps sneaking off to find more of it, keeping Spot on her toes.
After watching a soap opera, Cadpig jumps to the conclusion that Cruella telling Anita to work on a Saturday and her obedience to that order means Roger and Anita are divorcing.
Cruella turns into Scrooge on Christmas and fires Anita. When Cruella hits her head she dreams that the pups take her on a trip through time. She goes to the past, present, and future.
