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New, Improved Simon
Alvin and the Chipmunks - S2 - E22
Simon has a crush on a girl named Jillian. Alvin works at changing his image in order to impress this girl.
Alvin and the Chipmunks: Season 2 - 27 Episode s
2x1 - The Chipmunk Who Bugged Me
September 8, 1984
The Chipmunks experience a real-life mystery on the famed Orient Express.
2x2 - Rich and Infamous
September 8, 1984
Alvin and a rich kid compete for a girl's affections. Alvin pretends he is rich as his rival.
2x3 - A Horse, of Course
September 15, 1984
The Chipmunks invest in an old horse to win a race.
2x4 - Don't Be a Vidiot
September 15, 1984
Alvin, Simon, and Theodore each make their own music videos for the group.
2x5 - Lights, Camera, Alvin
September 22, 1984
Uncle Harry is up to no good again. This time, he makes Alvin a movie star so he can break up the Chipmunks.
2x6 - The Camp Calomine Caper
September 22, 1984
The Chipmunks compete against the Chipettes in a camp battle of the sexes.
2x7 - Some Entrancing Evening
September 29, 1984
The Chipmunks put Dave on the show ""This is Your Father"", but he is nervous about it. So a hypnotist makes him have Alvin's personality, which turns to be a disasterous move.
2x8 - Match Play
September 29, 1984
The Chipmunks trick Dave to play golf with a man that Alvin made a wager with. What Dave does not realize is that Alvin bet his signed "Elmer Palmer" golf club.
2x9 - The Picture of Health
October 6, 1984
Alvin decides that the they all need to join a gym.
2x10 - The Victrola Awards
October 6, 1984
Alvin and the Chipmunks attempt to grab good publicity shots of them doing positive deeds in order to win the fabulous Victrola Award.
2x11 - Royally Received
October 13, 1984
The Chipmunks gets to see the (Buckingham?) Palace, and Alvin, in an attempt to impress a girl whose a big fan, tells her he's there to play for the queen! Now, all he has to do is find the queen and convince her to let them play!
2x12 - Gone Fishing
October 13, 1984
Alvin and the Chipmunks get a job working in aquarium, but Max, a former employee, who got fired for animal abuse, cooks up a scheme to force the Chipmunks out of a job and work again, by capturing one of 2 whales.
2x13 - Setting the Record Straight
October 20, 1984
Alvin and Simon turn Theodore into a record mascot in order to win a radio contest.
2x14 - Father's Day Muffins
October 20, 1984
The Chipmunks attempt to sell Theodore's famous muffins so they may buy Dave a new tape recorder for Father's Day, but Simon's hardening agent accidentally ending up in the batter causes the muffins to harden.
2x15 - Alvin on Ice
October 27, 1984
Alvin plans to get a famous figure skater, Heather Williams, to appear at the school Pageant.
2x16 - Operation Theodore
October 27, 1984
While the Chipettes volunteer at the local hospital, a terrified tonsillectomy-bound kid goes missing, so until Brittany finds him, Theodore must step in to substitute, but the doctors, thinking he's the kid, take him into surgery.
2x17 - The Gang's All Here
November 3, 1984
Alvin ends up being challenged by a gang called the Steam Rollers. Will he, his brothers, and the Chipettes pull together a gang of their own to help beat the Steam Rollers?
2x18 - Snow Job
November 3, 1984
Alvin is determined in getting an invitation to participate the Celebrity Ski Tournament. Once he convinces Mr. Colorado, the man hosting the event, to let him participate, all Alvin has to do then is learn how to ski.
2x19 - My Fair Chipette
November 10, 1984
Alvin makes a bet with Brittany to see if he could make anyone into a beauty pageant winner. The challenge gets interesting when Jeanette is the girl he has to transform into beauty pageant material.
2x20 - Maids In Japan
November 10, 1984
Alvin signs him and his brothers up to be in a Kabuki theater in order to gain publicity in Japan.
2x21 - The Greatest Show-offs on Earth
November 17, 1984
The Chipmunks and the Chipettes volunteer their talents to raise the money to keep the circus going.
2x22 - New, Improved Simon
November 17, 1984
Simon has a crush on a girl named Jillian. Alvin works at changing his image in order to impress this girl.
2x23 - Guardian Chipmunks
November 24, 1984
Dave starts up a neighborhood watch to catch a cat burglar. Alvin and the Chipmunks take it upon themselves to capture the cat burglar single handedly.
2x24 - Carsick
November 24, 1984
The Chipmunks get the measles. Dave spends so much time taking care of his boys that he becomes sick with the measles and is not able to fix his car for the car show. It is up to the boys take care of everything for Dave.
2x25 - Snow Wrong
December 1, 1984
The Chipmunks and Chipettes audition to be in a play on Snow White. After the audition, the director selects Brittany for the role of Snow White. However, the director's demanding daughter, Tara-Marie, who had flopped big-time in the auditions for the title role, plans to make her father reconsider.
2x26 - Hat Today, Gone Tomorrow
December 1, 1984
Alvin's favorite hat goes missing.
2x27 - A Chipmunk Reunion
April 13, 1985
When they can't determine when their birthday is, the Chimpunks set out to find their mother, who abandoned them as babies.