Danny Masterson, Matt Bomer, and Christopher Masterson in White Collar (2009)

Christopher Masterson in White Collar (2009)

Dermot Mulroney and Christopher Masterson in My Best Friend's Wedding (1997)

Frankie Muniz, Justin Berfield, Bryan Cranston, Jane Kaczmarek, Christopher Masterson, and Erik Per Sullivan in Malcolm in the Middle (2000)

Kathleen Robertson, Marlon Wayans, David Cross, Anna Faris, Regina Hall, Christopher Masterson, and Shawn Wayans in Scary Movie 2 (2001)

Christopher Masterson in Malcolm in the Middle (2000)

Danny Masterson and Christopher Masterson

Christopher Masterson at an event for Cabin Fever (2002)

Christopher Masterson at an event for X2: X-Men United (2003)

Christopher Masterson and Laura Prepon at an event for Jackass: The Movie (2002)

Christopher Masterson at an event for Jackass: The Movie (2002)

Christopher Masterson at an event for Traffic (2000)

Mila Kunis, Ashton Kutcher, and Christopher Masterson in That '70s Show (1998)

Christopher Masterson and Karim Prince in Malcolm in the Middle (2000)

Christopher Masterson and Emy Coligado in Malcolm in the Middle (2000)

Kenneth Mars and Christopher Masterson in Malcolm in the Middle (2000)

Christopher Masterson and Daniel von Bargen in Malcolm in the Middle (2000)

Cloris Leachman and Christopher Masterson in Malcolm in the Middle (2000)

James DeBello, Christopher Masterson, and Robert Musgrave

Christopher Masterson and Lyndsy Fonseca in Dark Mind (2006)

Kathryn Joosten and Christopher Masterson in Dark Mind (2006)

Christopher Masterson and Howard Mungo in Dark Mind (2006)

Christopher Masterson in Dark Mind (2006)

David DeLuise, Christopher Masterson, and Richard Riehle in Dark Mind (2006)

Christopher Masterson at an event for Yes Man (2008)