Patrick Dempsey's Changing Looks

By InStyle.com
Updated Jan 31, 2017 @ 11:38 am
Patrick Dempsey
Start Slideshow

1 of 14

1987

Scott Downie/Celebrity

Stepping out at the Mood premiere in Hollywood at the Mann's Chinese Theatre in Hollywood, a much younger, fresh-faced Dempsey wore a classic tuxedo and was clean shaven for the event.

 

Advertisement

2 of 14

1990

Scott Downie/Celebrity
Dempsey stepped out with his hair slicked-back for press events surrounding the handful of TV and movie roles he was involved with at the time.

3 of 14

1995

BEImages

More hair experimentation, this time in the shape of curly locks and a goatee. "I hate shaving," admits the Maine native.

Advertisement

4 of 14

1996

Miranda Shen/Celebrity

Of his hair, Dempsey says, "Whatever I can do to make it less painful for me to deal with is good." Here it is cropped again.

5 of 14

2002

Jim Spellman/WireImage

He adopts a clean-cut look to play a mayor's son who woos Reese Witherspoon (and audiences) in Sweet Home Alabama.

6 of 14

2008

Jeff Vespa/WireImage

"My face is full of imperfections and it is what it is," Dempsey, who's landed gigs as the face of both Versace and Avon campaigns this year, says.

Advertisement

7 of 14

2009

Frazer Harrison/Getty Images

The actor attended the 66th Annual Golden Globe Awards held at the Beverly Hilton Hotel with his hair coiffed just so. 

8 of 14

2010

Jason LaVeris/FilmMagic

Dempsey arrived with shorter hair and a clean shaven face at the Ferrari 458 Italia North American celebrity auction to benefit Haiti at Fleur de Lys.

9 of 14

2011

Rob Kim/FilmMagic

Dempsey combed his 'do into a flattering style for the Transformers: Dark Side Of The Moon premiere in New York City. 

Advertisement

10 of 14

2012

David Buchan/Getty Images

The actor looked handsome as ever while attending the McLaren Beverly Hills Grand Opening in Beverly Hills. 

11 of 14

2013

Gabriel Olsen/FilmMagic

The actor's look was on-point while attending The Petersen Museum's Race, Rock 'N Rally Gala in Los Angeles.

12 of 14

2014

Charley Gallay/Getty Images

Dempsey keeps looking better with time. The actor looked extra sharp while attending the Porsche Design Celebrates Festival of Watches in Beverly Hills.

Advertisement

13 of 14

2015

Splash News

Dempsey looked absolutely dapper while at the Spectre premiere at Royal Albert Hall in London.

Replay gallery

Share the gallery

Up Next

  • By InStyle.com InStyle.com
Advertisement