In the series opener, in Chicago, 8-year-old Penelope ""Punky"" Brewster and her dog Brandon are found living in an empty apartment by the building's grouchy manager, photography studio owner Henry Warnimont. Punky tells Henry that it all started when her father walked out on her and her mother Susan Brewster, then a couple of weeks ago, Susan said they were going on a trip, so Susan, Punky, and Brandon piled up in their car and drove to a shopping center in Chicago, where Susan abandoned Punky and Brandon, who have been homeless ever since. In the vacant apartment, Punky always had food, because 8-year-old Cherie Johnson, who lives upstairs from Henry with her grandmother Betty Johnson, always brought food to Punky. Henry takes some memorable pictures of Punky, Cherie, Betty, Brandon, and himself at his photography studio. Later, Punky decides to clean Henry's apartment but when Henry gets home, he is furious because he liked everything the way it was before Punky cleaned the place. Hen

Henry calls the Division of Children and Family Services (DCFS), but Punky panics, saying that she doesn't want to go to an orphanage, so Henry promises Punky that she won't have to go to an orphanage. The DCFS sends Miranda ""Randi"" Mitchell, who takes Punky away from Henry. Randi takes Punky to Fenster Hall, a home for kids up for adoption. Randi later returns to Henry's apartment and tells Henry that there hasn't been much progress in finding Punky's mother Susan, who may not want to be found. Randi also says that in 72 hours, the DCFS will have a hearing to decide who gets custody of Punky, and Punky wants it to be Henry. Henry has shed a lot of his grouchiness, and he now loves Punky and would like to have custody of her, but Randi thinks Punky would be better off with someone else. At Fenster Hall, Punky is introduced to her two room mates -- Lisa is a girl who acts tough, and Mary is a girl who never talks. Punky wants to escape from Fenster Hall and go back to Henry's apartment,

Henry demands to know one reason why Randi doesn't think he should be Punky's foster father, but Randi gives him three reasons -- he's never raised a kid, he's not married, and he's too old.

Punky and her friends convert Henry's study room into her bedroom without asking him first.

Mrs. Johnson finds the task of walking the children to school to be too exasperating, so she turns it over to Henry, who attempts to instill a sense of discipline into them.

Henry tries to introduce Punky and her friends to the joys of fishing.

As the Chicago Cubs play in their first post-season championship since 1945, proud Cubs fan Henry tries to get tickets for Punky and himself.

As the school's parent-teacher night approaches, Punky is upset by Margaux's insensitive comments about foster parents and foster children.

Henry gives Punky a lucky nickel to keep with her while she goes for a booster shot.

Punky, Cherie, and Margaux compete in a beauty pageant hosted by pop singer Andy Gibb.

Punky and Cherie start a dog grooming business so that they can help make ends meet in their respective homes.

Henry throws out Punky's worn-out old doll after the children's attempt to repair it fails. This upsets Punky, so Henry searches throughout the city to find it.

Christmas is approaching, and the only thing Punky wants is to find her mother.

Christmas is approaching, and the only thing Punky wants is to find her mother.

Punky helps her piano teacher get into the music business.

Henry is reunited with a woman he planned to marry in 1941; when Pearl Harbor was attacked, he enlisted in the Merchant Marines and did not see her again until now.

Punky runs away when he learns that when Henry and Maggie are to be married, she'll be sent to boarding school in Europe.

After getting in trouble for slugging a boy at school, Punky dreams of life 80 years into the future where everyone has found love except for her.

Henry scolds Brandon for eating several valuable stamps. After that, Punky takes him on a walk, where he is hit by a car. He is rushed to the veterinary hospital, where his prognosis is grim.

Henry purchases a video camera for his photo studio and firmly warns Punky that she is not to touch it under any circumstances. However, while he's away, she and her friends make an exercise tape and think he won't know it - until the camera breaks.

Punky, Cherie, and Margaux all want a highly sought-after doll, but Henry can only find one of them at the toy store.

Punky catches a boy breaking into her room and stealing from her. Henry takes the boy to Fenster Hall where Mike Fulton, one of the workers there, tries to bond with him.

T.C.'s criminal mentor, Blade, sends him back to Fenster Hall to steal the money from the upcoming benefit auction.

Punky's fourth grade teacher is Mike Fulton. Mike's friend, boxer Marvelous Marvin Hagler, comes to Punky's class and talks about boxing. At lunch time, the school bully, Moose McGurk, takes lunches from Punky's friends, but Punky won't let Moose take hers, so Moose drags Punky into the restroom and beats Punky up. Punky wants to stand up to Moose, so Marvin trains Punky to be a boxer, but in the end, Marvin tells Punky that she can't box very well. Moose and Punky are set to fight behind the apartment building, and Cherie tells Moose that if she fights Punky, Moose will have to fight Cherie as well. And then all the other kids tell Moose that if she fights Cherie she'll have to fight all of them. Moose gets nervous and says that she can't fight everyone, so Moose runs home.

Punky has a dream that inspires her to plan to build a treehouse in the tree behind the apartment building. When Henry and Betty and the gang pull out of Punky's plan to build the treehouse, Punky and Mike use psychology to motivate the gang into helping, and the treehouse is built with a lot of different colors of paint being used.