Patrick Dempsey's Changing Looks

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Patrick Dempsey

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1987

Patrick Dempsey, transformation, Can't Buy Me Love, hair

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.

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1990

Patrick Dempsey, transformation, Loverboy, hair

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.

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1995

BEImages

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

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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.

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2002

Patrick Dempsey, transformation, hair, Sweet Home Alabama

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.

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2008

Patrick Dempsey, transformation, Versace, Avon

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.

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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.

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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.

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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.

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2012

David Buchan/Getty Images

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

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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.

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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.

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2015

Splash News

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

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Patrick Dempsey's Changing Looks

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1987

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1990

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1995

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1996

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2002

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2008

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2009

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2010

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2011

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2012

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2013

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2014

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2015

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