10 Things I Hate About You
Heath Ledger, Julia Stiles, Joseph Gordon-Levitt
A high-school boy, Cameron, cannot date Bianca until her anti-social older sister, Kat, has a boyfriend. So, Cameron pays a mysterious boy, Patrick, to charm Kat.
Why you'll love it
A pretty, popular teenager can't go out on a date until her ill-tempered older sister does.
American Pie
Jason Biggs, Chris Klein, Thomas Ian Nicholas
Four teenage boys enter a pact to lose their virginity by prom night.
Why you'll love it
A group of high school friends make a pact to lose their virginity by prom night.
Clueless
Alicia Silverstone, Stacey Dash, Brittany Murphy
Shallow, rich and socially successful Cher is at the top of her Beverly Hills high school's pecking scale. Seeing herself as a matchmaker, Cher first coaxes two teachers into dating each other.
Why you'll love it
A rich high school student tries to boost a new pupil's popularity, but reckons without affairs of the heart getting in the way.
Can't Hardly Wait
Jennifer Love Hewitt, Ethan Embry, Charlie Korsmo
A complete graduating class, consisting of beautiful girls, geeks and promising footballers, assemble at a rich classmate's residence for a party. Interesting developments follow at the get-together.
Why you'll love it
Multicharacter teenage comedy about high school graduates with different agenda of life on graduation night.
She's All That
Freddie Prinze Jr., Rachael Leigh Cook, Matthew Lillard
When Zack's famous girlfriend, Taylor, cheats on him with another boy and parts ways with him, he makes a bet with his friends to turn a socially inept Laney into their high school's next prom queen.
Why you'll love it
A high school jock makes a bet that he can turn an unattractive girl into the school's prom queen.