Top 12 Movies like 10 Things I Hate About You (1999)

Movies similar to 10 Things I Hate About You (1999): The DUFF, Picture This, She's the Man, It's a Boy Girl Thing, Serendipity, Not Another Teen Movie, She's All That, Prom, The Jerk Theory, O, 100 Girls, Whatever It Takes.

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The DUFF 2015
The DUFF (2015)

Frumpy high-school senior Bianca (Mae Whitman) has a rude awakening when she learns that her classmates secretly know her as the DUFF -- designated ugly fat friend -- to her prettier and more popular pals. Desperate to reinvent herself, Bianca enlists the aid of Wesley (Robbie Amell), a charming jock. In order to save her senior year from becoming a complete disaster, Bianca must find the confidence to overthrow a judgmental student (Bella Thorne) and revo...

Picture This 2008
Picture This (2008)

A grounded high-school senior (Ashley Tisdale) must outsmart her father (Kevin Pollak) to attend a party.

She's the Man 2006
She's the Man (2006)

Viola Johnson (Amanda Bynes) is in a real jam. Complications threaten her scheme to pose as her twin brother, Sebastian, and take his place at a new boarding school. She falls in love with her handsome roommate, Duke, who loves beautiful Olivia, who has fallen for Sebastian! As if that were not enough, Viola's twin returns from London ahead of schedule but has no idea that his sister has already replaced him on campus.

It's a Boy Girl Thing 2006
It's a Boy Girl Thing (2006)

Pretty teen girl Nell (Samaire Armstrong) is extremely bookish and can't wait to move on to higher education, while her dim-witted neighbor and classmate, Woody (Kevin Zegers), wants nothing more than to play football. When a class trip to a museum places Nell and Woody under an ancient Incan spell, the two awake the next day to find that they've switched bodies. As they cope with their bizarre situation, Nell and Woody realize that they must discover a wa...

Serendipity 2001
Serendipity (2001)

On a magical night when they are in in their 20s, Jonathan (John Cusack) meets Sara (Kate Beckinsale). He finds it love at first sight, but Sara believes in destiny. After 10 years the two -- with 3,000 miles between them -- must decide if fate wants them to be together again. When love feels like magic, it is called destiny; when destiny has a sense of humor, it is serendipity.

Not Another Teen Movie 2001
Not Another Teen Movie (2001)

A sendup of all the teen movies that have accumulated in the past two decades.

She's All That 1998
She's All That (1998)

High school hotshot Zach Siler (Freddie Prinze Jr.) is the envy of his peers. But his popularity declines sharply when his cheerleader girlfriend, Taylor (Jodi Lyn O'Keefe), leaves him for sleazy reality-television star Brock Hudson (Matthew Lillard). Desperate to revive his fading reputation, Siler agrees to a seemingly impossible challenge. He has six weeks to gain the trust of nerdy outcast Laney Boggs (Rachael Leigh Cook) -- and help her to become the ...

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The Jerk Theory (2009)

The lead singer/guitarist of a high school rock band openly and unapologetically proclaims himself a newly converted jerk; however, the right girl comes along who could change him back to his former sweet self.

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O (2001)

Humanity finds a mysterious, obviously artificial, object buried beneath the Lunar surface and, with the intelligent computer H.A.L. 9000, sets off on a quest.

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Whatever It Takes (2000)

A modern-day remake of the Cyrano DeBergerac tale.

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