Most Similar Movies to Whatever It Takes (2000)
If you are looking for movies like Whatever It Takes (2000), you might like movies tagged with keyword : nerd, athlete, teen girl, teen boy, friend, love interest, amusing, lighthearted, high school, los angeles, california, romance, teen angst, unlikely friendship, unrequited love, confidence, self-discovery, love, discovery, transformation, 2000s .
Drive Me Crazy (1999), My Best Friend (2006), Pretty in Pink (1986), Flirting (1990), Angus (1995), Trojan War (1997), Private School (1983) ... Let's take a look at the following list...

Drive Me Crazy (1999)
Nicole and Chase used to be BFFs, then junior high happened. The high school centennial dance is coming but Nicole gets dumped. So does Chase. They stage a relationship to get at their exes. They visit each other's worlds. Love in the air?
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My Best Friend (2006)
Francois (Daniel Auteuil), a Parisian antique dealer, has little time or desire for personal relationships. When his business partner (Julie Gayet) challenges him to prove that he has a friend, the buddy-less Francois tries to find one. When his pathetic attempts fail, he hires a cab driver (Dany Boon) to teach him how to make and keep a real pal.
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Pretty in Pink (1986)
A poor girl must choose between the affections of dating her childhood sweetheart or a rich but sensitive playboy.
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Flirting (1990)
A white preppie (Noah Taylor) loves a Ugandan girl (Thandie Newton) in 1965 Australia in this sequel to "The Year My Voice Broke."
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Angus (1995)
An overweight freshman (Charlie Talbert) who pines for a pretty cheerleader is the target of a high-school quarterback's cruel prank.
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Trojan War (1997)
Longing to date her best friend (Will Friedle), a teen (Jennifer Love Hewitt) tries to end his infatuation with another (Marley Shelton) and his quest for a condom.
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Private School (1983)
Chris from a girls' boarding school loves Jim from a nearby boys' boarding school. Jordan also wants Jim and plays dirty. Jim and two friends visit the girls' school posing as girls.
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High School Musical 3: Senior Year (2008)
As seniors in high school, Troy and Gabriella struggle with the idea of being separated from one another as college approaches. Along with the rest of the Wildcats, they stage a spring musical to address their experiences, hopes and fears about their future.
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Love, Rosie (2014)
Rosie and Alex have been best friends since they were 5, so they couldn't possibly be right for one another...or could they? When it comes to love, life and making the right choices, these two are their own worst enemies.
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Grease 2 (1982)
A British student at a 1960s American high school must prove himself to the leader of a girls' gang whose members can only date greasers.
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Lucas (1986)
A socially inept fourteen-year-old experiences heartbreak for the first time when his two best friends - Cappie, an older-brother figure, and Maggie, the new girl with whom he is in love - fall for each other.
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Slap Her, She's French! (2002)
A foreign-exchange student (Piper Perabo) from France tries to undermine a cheerleader (Jane McGregor) at a Texas high school.
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Angus, Thongs and Perfect Snogging (2008)
The story centers on a 14-year-old girl who keeps a diary about the ups and downs of being a teenager, including the things she learns about kissing.
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Hello Down There (1969)
A marine scientist volunteers to have his family live in a prototype underwater home to prove it's practical.
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Aquamarine (2006)
Two teenage girls discover a mermaid in their beach club's swimming pool.
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10 Things I Hate About You (1999)
A pretty, popular teenager can't go out on a date until her ill-tempered older sister does.
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The Duff (2015)
A high school senior instigates a social pecking order revolution after finding out that she has been labeled the DUFF - Designated Ugly Fat Friend - by her prettier, more popular counterparts.
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Very Bad Things (1998)
A prostitute is killed during a bachelor party and the attendees turn on each other as the wedding approaches.
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