Julia Stiles and Susan May Pratt in 10 Things I Hate About You (1999)

Julia Stiles and Larisa Oleynik in 10 Things I Hate About You (1999)

Heath Ledger, Joseph Gordon-Levitt, and David Krumholtz in 10 Things I Hate About You (1999)

Andrew Keegan and Heath Ledger in 10 Things I Hate About You (1999)

Heath Ledger and Julia Stiles in 10 Things I Hate About You (1999)

Allison Janney, Heath Ledger, and Julia Stiles in 10 Things I Hate About You (1999)

Julia Stiles, Joseph Gordon-Levitt, and Larisa Oleynik in 10 Things I Hate About You (1999)

Joseph Gordon-Levitt and David Krumholtz in 10 Things I Hate About You (1999)

Heath Ledger in 10 Things I Hate About You (1999)

Andrew Keegan, Heath Ledger, Julia Stiles, Gabrielle Union, Joseph Gordon-Levitt, and Larisa Oleynik in 10 Things I Hate About You (1999)

Julia Stiles in 10 Things I Hate About You (1999)

Andrew Keegan, Heath Ledger, Julia Stiles, Gabrielle Union, Susan May Pratt, Joseph Gordon-Levitt, David Krumholtz, and Larisa Oleynik in 10 Things I Hate About You (1999)

Joseph Gordon-Levitt, Larry Miller, and Larisa Oleynik in 10 Things I Hate About You (1999)

Heath Ledger, Julia Stiles, Joseph Gordon-Levitt, and David Krumholtz in 10 Things I Hate About You (1999)