Glenne Headly and Ted Levine in Monk (2002)

Glenne Headly and Tony Danza in Don Jon (2013)

Glenne Headly, Tony Danza, Joseph Gordon-Levitt, and Brie Larson in Don Jon (2013)

Glenne Headly, Piper Laurie, and Zooey Deschanel in Eulogy (2004)

Steve Martin and Glenne Headly in Dirty Rotten Scoundrels (1988)

Glenne Headly in Dirty Rotten Scoundrels (1988)

Steve Martin, Michael Caine, and Glenne Headly in Dirty Rotten Scoundrels (1988)

Michael Caine and Glenne Headly in Dirty Rotten Scoundrels (1988)

Bruce Willis and Glenne Headly in Mortal Thoughts (1991)

Demi Moore, Glenne Headly, and Karen Shallo in Mortal Thoughts (1991)

Glenne Headly and Gary Cole in The Joneses (2009)

Richard Dreyfuss, Glenne Headly, and Stephen Herek in Mr. Holland's Opus (1995)

Glenne Headly in Mr. Holland's Opus (1995)

Richard Dreyfuss and Glenne Headly in Mr. Holland's Opus (1995)

Michael Caine and Glenne Headly in Around the Bend (2004)

Glenne Headly and Lindsay Lohan in Confessions of a Teenage Drama Queen (2004)

Glenne Headly, Elizabeth Daily, Myles Jeffrey, Nathan Kress, and Steven Wright in Babe: Pig in the City (1998)

Glenne Headly, Warren Beatty, and Charlie Korsmo in Dick Tracy (1990)

Glenne Headly and Rachel Blanchard in Comeback Season (2006)

Glenne Headly and Harry Dean Stanton in Hotel Room (1993)

Glenne Headly and Freddie Jones in Hotel Room (1993)

Glenne Headly, Harry Dean Stanton, and Freddie Jones in Hotel Room (1993)

Glenne Headly, Sheryl Lee Ralph, Elizabeth Ashley, and Nick Peine in Just Getting Started (2017)

Glenne Headly, Sheryl Lee Ralph, and Elizabeth Ashley in Just Getting Started (2017)

Glenne Headly, Joe Pantoliano, Sheryl Lee Ralph, Elizabeth Ashley, Graham Beckel, and George Wallace in Just Getting Started (2017)

Tommy Lee Jones, Glenne Headly, and Rene Russo in Just Getting Started (2017)

Demi Moore, Bruce Willis, and Glenne Headly in Mortal Thoughts (1991)

Demi Moore and Glenne Headly in Mortal Thoughts (1991)

Glenne Headly, Kyle Schmid, and Madeline Zima in The Sandy Bottom Orchestra (2000)

Glenne Headly, Christine Lahti, Joe Mantegna, Paul Reiser, Jennifer Coolidge, and Robert Pastorelli in Women vs. Men (2002)

Linda Hamilton, Stockard Channing, Rebecca De Mornay, Glenne Headly, Elle Macpherson, Kate Capshaw, Mia Farrow, Allison Janney, Camryn Manheim, Lynn Whitfield, and Peta Wilson in A Girl Thing (2001)