See Dermot Mulroney’s Career in Pictures: 40 Years of Heartthrob Moments (Photos)

THE WEDDING DATE, Dermot Mulroney, 2005, (c) Universal/courtesy Everett Collection
© Universal/Everett Collection

Dermot Mulroney was just 24 years old when he caught our eye in 1988’s Young Guns, but the gifted classically trained cellist started out ever earlier; he first got his start in TV with 1986’s Fame and made-for-TV Sin of Innocence. Since then, the now 61-year-old star has carved out a delightful and diverse path through Hollywood, bringing charm, heart and some rugged cool (and occasional horror) to the big screen for over three decades.

He made his mark with heartfelt dramas like Must Love Dogs and indie gems such as Longtime Companion. But it was his irresistible turn as the groom in the rom-com classic My Best Friend’s Wedding opposite Julia Roberts that truly won audiences over.

Whether he’s playing a swoon-worthy love interest, a tough-as-nails cowboy, or popping up unexpectedly in quirky comedies and creepy thrillers, along with hit TV shows from Friends and New Girl to his current run on Chicago Fire as Dom Pascal, Mulroney’s presence is always a welcome one.

On June 21, Mulroney filed for divorce from his wife of 15 years, Prima Apollinaare, citing irreconcilable differences. He asked for joint custody of their daughters, Mabel Ray, 17, and Sally June, 15. Mulroney met Apollinaare (who changed her name from Tharita Cutulle, according to People) a year after his divorce from actress Catherine Keener.

Here’s a look at some of Mulroney’s roles in TV and film over the years.

SIN OF INNOCENCE, Megan Follows, Dermot Mulroney, 1986, TM and Copyright (c)20th Century Fox Film Corp.

Sin of Innocence (1986) with Megan Follow.

©20th Century Fox Film Corp.

HOW TO MAKE AN AMERICAN QUILT, Dermot Mulroney, 1995, (c)Universal/courtesy Everett Collection

How to Make an American Quilt (1995).

©Universal/Everett Collection

UNCONQUERED, (from left): Dermot Mulroney, Peter Coyote, 1989.

Unconquered (1989) with Peter Coyote (right).

@CBS/Everett Collection

, Dermot Mulroney, William Petersen, Larry Riley, 1987. © HBO / Courtesy: Everett Collection LONG GONE, Dermot Mulroney, William Petersen, Larry Riley, 1987. © HBO / Courtesy: Everett Collection

Long Gone (1987, HBO Original) with William Petersen and Larry Riley.

© HBO / Courtesy: Everett Collection

YOUNG GUNS, (back l-r): Lou Diamond Phillips, Casey Siemaszko, Dermot Mulroney, (front l-r): Kiefer Sutherland, Emilio Estevez, Charlie Sheen, 1988, TM and Copyright (c)20th Century Fox Film Corp. All rights reserved.

Young Guns (1988) with Lou Diamond Phillips, Casey Siemaszko, Dermot, (front) Kiefer Sutherland, Emilio Estevez and Charlie Sheen.

© 20th Century Fox Film Corp./Everett Collection

Sean Astin, Dermot Mulroney, Tim Quill, 1989, (c) Hemdale/courtesy Everett Collection STAYING TOGETHER, Sean Astin, Dermot Mulroney, Tim Quill, 1989, (c) Hemdale/courtesy Everett Collection

Staying Together (1989) with Sean Astin and Tim Quill.

©Hemdale/Everett Collection

COPYCAT, Holly Hunter, Dermot Mulroney, 1995, (c) Warner Brothers/courtesy Everett Collection

Copycat (1995) with Holly Hunter.

©Warner Brothers/ Everett Collection

LIVING IN OBLIVION, from left: Steve Buscemi, James LeGros, Dermot Mulroney, 1995. © Sony Pictures Classics/courtesy Everett Collection

Living in Oblivion (1995) with Steve Buscemi and James LeGros.

© Sony Pictures Classics/Everett Collection

THE TRIGGER EFFECT, Dermot Mulroney, 1996. ©Gramercy Pictures/courtesy Everett Collection

The Trigger Effect (1996).

©Gramercy Pictures/Everett Collection

from left: Harry Belafonte, Dermot Mulroney, 1996, © Fine Line Features/courtesy Everet
© Fine Line Features/Everett Collection

Kansas City (1996) with Harry Belafonte.

©Fine Line Features/Everett Collection

MY BEST FRIEND'S WEDDING, Dermot Mulroney, Julia Roberts, 1997, (c)TriStar Pictures/courtesy Everett Collectio

My Best Friend's Wedding (1997) with Julia Roberts.

© TriStar Pictures/Everett Collection

FRIENDS, Jennifer Aniston, Dermot Mulroney, 'The One Where Rachel Goes Back To Work' (Season 9, epis. #911, aired 01/09/03), 1994-2004, © Warner Bros. / Courtesy: Everett Collection

Jennifer Aniston and Dermot on the ‘Friends’ Season 9 episode 'The One Where Rachel Goes Back To Work.'

Credit: Warner Bros/Everett Collection

Goodbye Lover, Dermot Mulroney, Patricia Arquette, 1998, (c)Warner Bros./courtesy Everett Collection , Dermot Mulroney, Patricia Arquette, 1998, (c)Warner Bros./courtesy Everett Collection

Goodbye Lover (1998) with Patricia Arquette.

©Warner Bros./Everett Collection

NEW GIRL, l-r: Zooey Deschanel, Dermot Mulroney, Jake Johnson in 'First Date' (Season 2, Episode 21, aired April 4, 2013), 2011-, ph: Adam Taylor/©Fox/courtesy Everett Collection

New Girl (Season 2, 2013) with Zooey Deschanel and Jake Johnson.

© Fox/Adam Taylor/Everett Collection

THE WEDDING DATE, Debra Messing, Dermot Mulroney, 2005, (c) Universal/courtesy Everett Collection

The Wedding Date (2005) with Debra Messing.

©Universal/Everett Collection

THE FAMILY STONE, Sarah Jessica Parker, Dermot Mulroney, 2005, TM & Copyright (c) 20th Century Fox Film Corp. All rights reserved.

The Family Stone (2005) with Sarah Jessica Parker.

© 20th Century Fox Film Corp./Everett Collection

MUST LOVE DOGS, Dermot Mulroney, Diane Lane, 2005, (c) Warner Brothers/courtesy Everett Collection

Must Love Dogs (2005) with Diane Lane.

© Warner Brothers/Everett Collection

SHAMELESS, l-r: Dermot Mulroney, Emmy Rossum in 'A Night to Remem...Wait, What?' (Season 5, Episode 4, aired February 1, 2015). ph: Cliff Lipson/©Showtime/courtesy Everett Collection

Shameless (Season 5, 2015).

Credit: Showtime/Cliff Lipson/Everett Collection

HANNA, Dermot Mulroney, (Season 2, ep. 208, aired July 3, 2020). photo: Christopher Raphael / ©Amazon / Courtesy Everett Collection

Hanna (Season 2, 2020).

Credit: Amazon/Christopher Raphael/Everett Collection

AUGUST: OSAGE COUNTY, Dermot Mulroney, 2013. ph: Claire Folger/©Weinstein Company/Courtesy Everett Collection

August: Osage County (2013).

©Weinstein Company/Claire Folger/Everett Collection

PURE GENIUS, Dermot Mulroney, 'Bunker Hill, We Have A Problem', (Season 1, ep. 106, aired Dec. 1, 2016). photo: Monty Brinton / ©CBS / courtesy Everett Collection

Pure Genius (2016, Season 1).

@CBS/Everett Collection

MOZART IN THE JUNGLE, Dermot Mulroney, 'La Fiamma', (Season 3, ep. 301, aired Dec. 9, 2016). ph: Christopher Raphael / ©Amazon / courtesy Everett Collection

Mozart in the Jungle (2016).

Credit: Amazon/Christopher Raphael/Everett Collection

BREAKWATER, Dermot Mulroney, 2023. © Vertical Entertainment /Courtesy Everett Collection

Breakwater (2023).

© Vertical Entertainment / Everett Collection

© TriStar Pictures/Everett Collection

Lights Out (2024).

© Quiver Distribution/Everett Collection

CHICAGO FIRE -- Season: 13 -- Pictured: Dermot Mulroney as Chief Dom Pascal -- (Photo by: Parrish Lewis/NBC)

Chicago Fire (2025).

Credit: Parrrish Lewis/NBC

KILLING MARY SUE, Dermot Mulroney, 2025. © Samuel

Killing Mary Sue (2025).

© Samuel Goldwyn Films/Everett Collection