Matthew Broderick and Chris Klein in Election (1999)

Chris Klein, Jeanine Jackson, and Holmes Osborne in Election (1999)

Chris Klein and Frankie Ingrassia in Election (1999)

Chris Klein and Kaley Cuoco in Authors Anonymous (2014)

Dennis Farina, Teri Polo, Chris Klein, Kaley Cuoco, Dylan Walsh, and Jonathan Bennett in Authors Anonymous (2014)

Elijah Wood and Chris Klein in Wilfred (2011)

Jason Biggs, Chris Klein, Thomas Ian Nicholas, and Eddie Kaye Thomas in American Reunion (2012)

Mena Suvari and Chris Klein in American Reunion (2012)

Chris Klein and Katrina Bowden in American Reunion (2012)

Jason Biggs, Chris Klein, Thomas Ian Nicholas, Seann William Scott, and Eddie Kaye Thomas in American Reunion (2012)

Elijah Wood, Chris Klein, and Jason Gann in Wilfred (2011)

Chris Klein in Caught in the Crossfire (2010)

Chris Klein in Street Fighter: The Legend of Chun-Li (2009)

Chris Klein in The Valley of Light (2006)

Shannon Elizabeth, Mena Suvari, Jason Biggs, Alyson Hannigan, Chris Klein, Natasha Lyonne, Thomas Ian Nicholas, Tara Reid, Seann William Scott, and Eddie Kaye Thomas in American Pie (1999)

Chris Klein and Leelee Sobieski in Here on Earth (2000)

Josh Hartnett, Chris Klein, and Leelee Sobieski in Here on Earth (2000)

Shannon Elizabeth, Jason Biggs, Alyson Hannigan, Chris Klein, Thomas Ian Nicholas, Tara Reid, Seann William Scott, and Eddie Kaye Thomas in American Pie (1999)

Shannon Elizabeth, Mena Suvari, Jason Biggs, Alyson Hannigan, Chris Klein, Natasha Lyonne, Thomas Ian Nicholas, Tara Reid, Seann William Scott, and Eddie Kaye Thomas in American Pie 2 (2001)

Gretchen Mol and Chris Klein in The Valley of Light (2006)