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Alvin's Obsession
Alvin and the Chipmunks - S6 - E30
Alvin is upset that there is a new boy that just happens to be better at everything. To prove that Alvin has what it takes to beat this kid, he challenges him to anything he can think of.
Alvin and the Chipmunks: Season 6 - 32 Episode s
6x1 - Dreamlighting
September 10, 1988
While waiting for procrastinating Alvin on one of their dates, Brittany has a dream and becomes "Bratty Hayes" and Alvin becomes "David Alvinson", detective team. The plot revolves around Alvin trying to stop Brittany from marrying an evil villain - played by Simon.
6x2 - Elementary, My Dear Simon
September 17, 1988
Simon hosts his own show, playing Sherlock Holmes investigating several mysterious robberies.
6x3 - Brunch Club
October 1, 1988
The Chipmunks and Chipettes are in detention. They figure out together who could have knocked over the statue of Thomas Edison.
6x4 - Food for Thought
October 15, 1988
Alvin and Simon work together to help Theodore pass his American History test.
6x5 - Wings Over Siesta Grande
December 2, 1988
The Chipmunks go on a treasure hunt and meet the ancient Chipmunk tribe called the Twee-Twee Tribe.
6x6 - Treasure Island
October 29, 1988
After playing a video game, the TV blows up. Dave decides to distract the Chipmunks with the book Treasure Island.
6x7 - Chipmunkmania
December 5, 1988
This episode takes a look back at the history of the Chipmunks' career.
6x8 - Grounded Chipmunk
December 6, 1988
Alvin is forced to clean up the house after throwing a wild party while Dave is away and is not allowed to go with his brothers to Fantasy Park. During which, he combats his fear of loneliness, and experiences bizarre incidents including an alien.
6x9 - Alvie's Angels
December 7, 1988
The Chipettes are Alvie's Angels, a crime fighting team to hunt down the most popular jewel thief named Chazz Fleming.
6x10 - Cadet's Regrets
December 8, 1988
Alvin enrolls himself and his brothers in cadet camp.
6x11 - Alvin in Analysis
December 9, 1988
Alvin sees a psychologist to go over his issues with his family.
6x12 - Dave's Getting Married
September 24, 1988
Dave meets a woman he really feels a strong connection with. At first the boys disagree, but finds she can get along with all of them. The only thing preventing this relationship to work is her own three boys clashing with the Chipmunks.
6x13 - No Chipmunk is an Island
October 8, 1988
Brothers will fight every so often, but will they fight too much leading to each of the Chipmunks get their own separate rooms?
6x14 - Babysitter Fright Night
October 8, 1988
Dave is stuck at the studio all night to mix the boy's next album. But he leaves a Babysitter to after the Chipmunks while he's gone. After watching a detective movie, Alvin suspects her to be a murderer.
6x15 - Going for Broke
October 22, 1988
Alvin is desperate to try and buy a Trans-Go-Go Bot, but Dave and his brothers will not lend him the money to get it. He decides to do the grown-up thing and get a job at the zoo.
6x16 - Once Upon a Crime
November 5, 1988
Alvin, Simon and Theodore find a huge attraction to one of Miss Miller's toys. Instead of asking her if they could keep it, they steal it from her attic. Dave tells them the beginning of a story, but chooses to let the boys come up with the conclusion.
6x17 - The Phantom
November 12, 1988
As an experiment Dave tries his skill as a rock singer and becomes a success.
6x18 - Mad About Alvin
November 12, 1988
Alvin has a misunderstanding with a tough kid in his class, and ends up being challenged to a fight with him.
6x19 - Vinny's Visit
November 19, 1988
Vinny, the Chipmunks' mother, comes for a visit, but has difficulties adapting to the modern way of life.
6x20 - Uncle Adventure
November 26, 1988
Uncle "Adventure" Willy
6x21 - Luck O' the Chipmunks
November 26, 1988
Micky, a new Irish boy at school, claims that he has his very own leprechaun. The Chipmunks are keen to investigate.
6x22 - Theodore and Juliet
December 3, 1988
Theodore develops a crush on a girl in his class named Juliet. Wanting some expert advice, Theodore asks Alvin for his help. Unwillingly, Alvin says a romantic line that Juliet overhears and she ends up developing a crush on Alvin instead of Theodore.
6x23 - Quarterback in Curlers
December 3, 1988
Brittany tries out for Alvin's football team. To get even, Alvin joins her cheerleading squad. Will they set aside their differences and help each other succeed?
6x24 - The Wall
December 17, 1988
The Chipmunks go to Berlin to play in the "Wall of Iron" concert by the Berlin Wall. There they meet and befriend a young girl named Caterina whom has a brother named Eric that lives on the other side.
6x25 - The Amazing Chipmunks
December 17, 1988
A crook uses the Chipmunks tour as camouflage for his own evil deeds: While people is out watching the Chipmunks concerts, his trained chimpanzees raid the empty houses.
6x26 - Theodore's Life as a Dog
January 7, 1989
Alvin plays one prank on Theodore and gets him to eat a dog biscuit. To get even, Theodore, with Simon's help, plays a trick on Alvin and makes him think that his younger brother is actually turning into a were-dog.
6x27 - Queen of the High School Ballroom
January 7, 1989
Miss Miller is invited to go to her High School reunion. But without her boyfriend to go with, the Chipettes try to get one of the Chipmunks to dress up to be Miss Miller's date.
6x28 - Psychic Alvin
January 14, 1989
By a fluke, Alvin actually passes his math test whereas, Simon mysteriously fails. Afterwards, Alvin believes he is psychic, and so does everyone else, except Simon.
6x29 - Special Kind of Champion
January 14, 1989
Alvin is upset that he can’t seem to keep up with the rest of his track race team. Being that so, his coach decides to let him become a trainer for one of the athletes of the Special Olympics.
6x30 - Alvin's Obsession
January 21, 1989
Alvin is upset that there is a new boy that just happens to be better at everything. To prove that Alvin has what it takes to beat this kid, he challenges him to anything he can think of.
6x31 - Alvin's Not So Super Hero
January 21, 1989
Alvin gets an opportunity to meet his hero from his favorite TV show.
6x32 - Dave's Wonderful Life
January 28, 1989
Dave is feeling depressed and is thinking that the Chipmunks would do better if he had never been apart of his life. Will the spirits of the Chipmunks convince him that he is indeed been an impact on Alvin, Simon, and Theodore’s lives?