Directed by Gil Junger Written by Karen McCullah   Kirsten Smith   William Shakespeare   Cast Heath Ledger ... Patrick Verona Julia Stiles ... Kat Stratford Joseph Gordon-Levitt ... Cameron James (as Joseph-Gordon Levitt) Larisa Oleynik ... Bianca Stratford David Krumholtz ... Michael Eckman Andrew Keegan ... Joey Donner Susan May Pratt ... Mandella Gabrielle Union ... Chastity Larry Miller ... Walter Stratford Daryl Mitchell ... Mr. Morgan (as Daryl 'Chill' Mitchell) Allison Janney ... Ms. Perky David Leisure ... Mr. Chapin Greg Jackson ... Scruvy Kyle Cease ... Bogey Lowenstein Terence Heuston ... Derek Cameron Fraser ... Trevor Eric Riedmann ... Audio Visual Guy Quinn Maixner ... Beautiful Jock Demegio Kimbrough ... Coffee Kid Todd Butler ... Coffee Kid Dennis Mosley ... Cohort Bianca Kajlich ... Coffee Girl Nick Vukelic ... Drugged Out Loser Ben Laurance ... Wimpy Loser (as Benjamin Laurance) Aidan Kennedy ... Laughing Loser Jelani Quinn ... Crying Loser Jesse Dyer ... Screaming Loser Aaron Therol ... Detention Student Carlos Lacamara ... Bartender Joshua Thorpe ... Jock J.R. Johnson ... MBA Guy at Party (as J. R. Johnson) Wendy Gottlieb ... Heather Brian Hood ... Clem Travis Muller ... Cowboy Ari Karczag ... Kissing Guy Laura Kenny ... Judith Alice Evans ... Perky Girl Jesper Inglis ... Buckaroo Bartender Nick Brown ... Biker Monique Powell ... Save Ferris Singer Brian Mashburn ... Save Ferris Singer Kay Hanley ... Letters To Cleo Singer Michael Eisenstein ... Letters To Cleo Singer Uncredited Cast Michelle Babin ... Girl in Night Club Tim Bennett ... School Administrator Shelsie Blake ... Bookstore Patron Greg Bronson ... Chef Frank Caraan ... Marching Band Leader James Huffman ... Student Gil Junger ... Teacher Daniel Kountz ... Admirer #1 Alisa Mackay ... Coffee Girl #2 Katy Magnuson ... Beautiful Girl Amber Matthews ... Club Dancer #1 Joshua Mosley ... Cohort Travis Nelson ... Lawn Chair Guy Bridget O'Neill ... Beautiful Girl Mar Party ... Frisbee Thrower Andrew Rome ... Nigel Justin Thoemke ... Football Kid Jordan Watt ... Coffee Kid Jay Zorich ... Roland / High School Security Cop Produced by Jeffrey Chernov   Jody Hedien   Seth Jaret   Andrew Lazar   Greg Silverman   Original Music by Richard Gibbs

Additional Info Premiere: March 31, 1999 DVD Release: October 12, 1999 Blu-ray Release: January 05, 2010 Country: Distributor: Touchstone Pictures Websites: Production Companies Touchstone Pictures (presents) Mad Chance Jaret Entertainment Distributors Buena Vista Pictures   (1999) (USA) (theatrical) Disney+   (2019) (USA) (video) (VOD) Touchstone Home Entertainment   (2010) (USA) (DVD) (10th Anniversary Edition) Touchstone Home Entertainment   (2010) (USA) (Blu-ray) (DVD) (10th Anniversary Edition) Touchstone Home Entertainment   (USA) (DVD) Touchstone Home Video   (USA) (DVD) Walt Disney Studios Home Entertainment   (2010) (USA) (DVD) (10th anniversary edition) Walt Disney Studios Home Entertainment   (2010) (USA) (Blu-ray) (DVD) (10th anniversary edition) Rating Stats Overall Rating 6.4 / 10 Our Rating 5.5 / 10 Your Friends -- / 10 Male Users 5.2 / 10 Female Users 5.7 / 10 Site Ranking #496 / 20,869 Ratings Breakdown Perfect 2 total ratings Almost Perfect 4 total ratings Average 2 total ratings Mediocre 1 total rating Crap 2 total ratings Site Ranking #492 Moana (2016) #493 Anchorman: The Legend Of Ron Burgundy (2004) #494 Hereditary (2018) #495 Eternals (2021) #496 10 Things I Hate About You (1999) #497 Jackie Brown (1997) #498 Solo: A Star Wars Story (2018) #499 Constantine (2005) #500 Super 8 (2011)