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13 Episodes 1989 - 1989
Episode 1
Sat, Sep 9, 1989
The boys befriend a close friend of Michael Jackson; the boys take up strange careers.

Episode 2
Sat, Sep 16, 1989
The boys disobey Dave and instead of seeing a kid's movie, they go in and see a horror movie. The movie ends up scaring the Chipmunks out of their wits. All night the boys think that Hideous Harold, the creature from the horror film, is after them; Simon is frustrated being the smartest member of the family. He invents a cap that helps Dave and his brothers become smarter. Simon is so confident with his family's new smarts that he signs them up to be on a genius game show. But before he could give his family another boost of the thinking cap, he loses it.

Episode 3
Sat, Sep 9, 1989
The melodramatic episode which the Chipmunks' very first adopted kitten gets killed in a traffic accident, and Dave sympathizes with the Chipmunks noticing they are heavily depressed due to the loss.

Episode 4
Sat, Sep 30, 1989
Alvin fools with Simon's time machine; Simon's video wins acclaim.

Episode 5
Sat, Oct 7, 1989
Alvin and Dave switch roles as father and son ruining the chores by flooding the house; then Simon turns himself into an irresistible playboy to steal Alvin's fame among the girls using an elixir.

Episode 6
Sat, Oct 14, 1989
A blow to the head gives Dave amnesia; the Chipettes play matchmaker.

Episode 7
Sat, Oct 21, 1989
Chipettes keep diaries; the gang is transported into an old detective movie.

Episode 8
Sat, Oct 28, 1989
The boys make science projects to impress their teacher; a family reunion leads to hurt feelings while remembering the past.

Episode 9
Sat, Nov 11, 1989
Shrinking experiment; modern "Sleeping Beauty."

Episode 10
Sat, Nov 25, 1989
The boys attempt to train their puppy but give up when it becomes tough; the boys participate in a troubled opera.

Episode 11
Sat, Dec 2, 1989
Cruise leads to the Fountain of Youth; Brittany stays on a farm.

Episode 12
Sat, Dec 9, 1989
When Alvin is rejected by a girl for being childish, he attempts to act more grown-up and forces his brothers to do the same.

Episode 13
Sat, Dec 16, 198930 mins
Alvin has to do a report on the true meaning of Christmas by Christmas Eve. Upset, Alvin carelessly speeds away on his bike, causing Simon and Theodore to spin out of control. Alvin runs over Mr. Carroll's flowers, causing Mr. Carroll to yell at him, Alvin responds by calling him a grouch. Alvin writes a HUGE list of what he wants for Christmas. Alvin delivers his paper route, which makes him late to deliver his list and forget to write his essay. Alvin falls asleep, which then starts his adventure. He first meets an old version of Dave who is the ghost of Christmas past. He takes Alvin to when they were tiny kids. He meets Theodore (spirit of Christmas present) and shows him why Mr. Carroll is mean. Alvin doesn't want to talk about Christmas, but then Simon (spirit of Christmas yet to come) shows him the "you" he may soon become. He is seen next eating all the food Theodore made for their grandparents, making him fat. Then he hurts them with his fatness by breaking the house. Alvin starts saying to Simon "I'll change!!!" Alvin wakes up and invites Mr. Carroll to their house, helps Simon bring his gift to Dave upstairs, and bakes with Theodore.
