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If you are looking for movies like Clueless these could be interesting candidates. The closer two names are, the greater the probability the two movies are similar.
Clueless
Mean Girls
10 Things I Hate About You
Legally Blonde
Pretty In Pink
Breakfast Club
She's All That
Miss Congeniality
Heathers
Sixteen Candles
Bring It On
My Big Fat Greek Wedding
13 Going On 30
Can't Hardly Wait
The Craft
Save The Last Dance
Never Been Kissed
Jawbreaker
Center Stage
Say Anything
But I'm a cheerleader!
Freaky Friday
Steel Magnolias
Ferris Bueller's Day Off
Cruel Intentions
Coyote Ugly
Stepmom
Empire Records
Breakfast at Tiffany's
Grease
Parent Trap
Ever After
Romy and Michelle's High School Reunion
Bridget Jones Diary
Down To You
Pride and Prejudice
How to Lose A Guy In 10 Days
16 Wishes
Girl Interrupted
Girl, Interrupted
Eine Wie Keine
Edward Scissorhands
The Notebook
Dirty Dancing
Shrek 2
Natürlich blond
Best in Show
16 Candles
A knights tale
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