Let the Mere-thon begin...

THE list:

2010 Death at a Funeral
Derek

2009 Middle Men
Jack Harris

2009 Tenure
Charlie Thurber

2008 Henry Poole Is Here
Henry Poole

2007 Blonde Ambition
Ben

2007 Battle for Terra
Jim Stanton (voice)

2007 3:10 to Yuma
Zeke

2007 Vacancy
David Fox

2007 Blades of Glory
Sex Class Counselor

2007 You Kill Me
Tom

2006 Idiocracy
Joe Bauers

2006 My Super Ex-Girlfriend
Matt Saunders

2006 Hoot
Delinko

2006 Mini's First Time
Det. Dwight Garson

2005 The Family Stone
Ben Stone

2005 The Wendell Baker Story (also directed by Mr. Wilson)
Wendell Baker

2004 Anchorman: The Legend of Ron Burgundy
Frank Vitchard

2004 Around the World in 80 Days
Orville Wright

2003 Legally Blonde 2: Red, White & Blonde
Emmett Richmond

2003 Charlie's Angels: Full Throttle
Pete

2003 Alex & Emma
Alex Sheldon / Adam Shipley

2003 Old School
Mitch Martin

2003 Masked and Anonymous
Bobby Cupid

2002 The Third Wheel
Stanley

2001 The Royal Tenenbaums
Richie Tenenbaum

2001 Soul Survivors
Jude

2001 Legally Blonde
Emmett

2000 Charlie's Angels
Pete Komisky

2000 Bad Seed
Preston Tylk

2000 Committed
Carl

2000 My Dog Skip
Dink Jenkins

1999 Blue Streak
Carlson

1999 Kill the Man
Stanley Simon

1998 Rushmore
Dr. Peter Flynn

1998 Home Fries
Dorian Montier

1998 Dog Park
Andy

1997 Scream 2
'Stab' Billy

1997 Best Men
Jesse

1997 Telling Lies in America
Henry

1997 Bongwater
David

1996 Bottle Rocket
Anthony Adams

1994 Bottle Rocket (short)
Anthony

(Titles, dates and links all stolen from the good people at IMDB.com Thanks!)