She's All That (1999)

This movie is like a film version of the famed story Pygmalion

Summary

-A popular high school jock makes a bet with a friend that he can turn the school's nerdiest girl into the reigning prom queen

Cast

-Freddie Prinze Jr.: Zack Siler

-Rachel Leigh Cook: Laney Boggs

-Matthew Lillard: Brock Hudson

-Paul Walker: Dean Sampson

-Jodi Lynn O'Keefe: Taylor Vaughan

-Kevin Pollak: Wayne Boggs

-Anna Paquin: Mackenzie Siler

-Kieran Culkin: Simon Boggs

-Elden Henson: Jesse Jackson

-Lil Kim: Alex

-Usher: Campus DJ

-Dule Hill: Preston

-Tim Matheson: Harlan Siler

Did You Know?

-The high school used in this film is the same high school used on the TV show Buffy the Vampire Slayer

-Zach tells his dad that he does not want to attend his father's alma matter, Dartmouth. His dad, played by Tim Matheson, was in the film National Lampoon's Animal House. That film was inspired by some of the writers attending Dartmouth University. At the end of Animal House, when it is describing what each character went on to do, Matheson's character was said to have moved to California to become a doctor, which is the profession he's in in this film

-The photo Laney has of her mother is actress Bonnie Bedelia, who, in real life, is the aunt of Kieran Culkin who played Lacey's younger brother Simon

-Rachel Leigh Cook's character name Laney Boggs is a combination of two of Winona Ryder's characters. Kim Boggs in the film Edward Scissorhands and Lelaina "Laney" Pierce in Reality Bites. Both Rachel Leigh Cook and Winona Ryder are said to be physically similar to each other

-Leelee Sobieski, Mena Suvari and Jordana Brewster auditioned for the role of Laney Boggs

-Freddie Prinze Jr. and Matthew Lillard appeared in another movie together. The film adaptation of the classic cartoon Scooby Doo. Freddie Prinze Jr. played Fred while Matthew Lillard played Shaggy. Those films also featured Sarah Michelle Gellar as redheaded Daphne

-Simon Boggs (Kieran Culkin) is often seen wearing hearing aids in both ears

-Lil Kim's acting debut

-Freddie Prinze Jr's future wife, Sarah Michelle Gellar, has a small cameo in this film. She's asking Simon if they need pepper

-Kevin Pollak is seen wearing a baseball hat throughout the whole film