Meg Ryan.Photo:Ron Galella, Ltd./Ron Galella Collection via Getty (2); SGranitz/WireImage

Meg Ryan Iconic Throwbacks

Ron Galella, Ltd./Ron Galella Collection via Getty (2); SGranitz/WireImage

Throughout her career,Meg Ryanhas provided some unmatched wardrobe inspiration. From her red carpet looks to her on-set style, the Hollywood mainstay always showed off her high-fashion tastes no matter the occasion.From her A-list debut in the ’80s to her new-millennium looks, check out photos of some of Ryan’s most iconic outfits from way back when.

Throughout her career,Meg Ryanhas provided some unmatched wardrobe inspiration. From her red carpet looks to her on-set style, the Hollywood mainstay always showed off her high-fashion tastes no matter the occasion.

From her A-list debut in the ’80s to her new-millennium looks, check out photos of some of Ryan’s most iconic outfits from way back when.

01of 10In SeasonMeg Ryan and Billy Crystal.Columbia Pictures/Courtesy Everett CollectionSome of Ryan’s most iconic looks came in the 1989 classicWhen Harry Met Sally. Her style in the film will go down in history as the pinnacle of 1980s fashion — especially fall fashion!

01of 10

In Season

Meg Ryan and Billy Crystal.Columbia Pictures/Courtesy Everett Collection

WHEN HARRY MET SALLY, Meg Ryan, Billy Crystal, 1989

Columbia Pictures/Courtesy Everett Collection

Some of Ryan’s most iconic looks came in the 1989 classicWhen Harry Met Sally. Her style in the film will go down in history as the pinnacle of 1980s fashion — especially fall fashion!

02of 10Sweater WeatherMeg Ryan and Billy Crystal.Castle Rock/Nelson/Columbia/Kobal/ShutterstockTalk about chunky sweater perfection.

02of 10

Sweater Weather

Meg Ryan and Billy Crystal.Castle Rock/Nelson/Columbia/Kobal/Shutterstock

When Harry Met Sally Meg Ryan Billy Crystal

Talk about chunky sweater perfection.

03of 10

A Royal Encounter

Princess Diana, Billy Crystal, Meg Ryan and Dennis Quaid.Kent Gavin/Daily Mirror/Mirrorpix/Getty

The Princess of Wales, Princess Diana, attends the Premiere of When Harry met Sally, in London’s West End. The Princess, wearing a Bruce Oldfield red chiffon dress embroidered in a tartan design in silver Lam, talks to American actors Meg Ryan and actor Billy Crystal who star in the film, 30th November 1989.

Kent Gavin/Daily Mirror/Mirrorpix/Getty

04of 10Stylish On SetMeg Ryan and Tom Hanks.Ronald Siemoneit/Sygma/Sygma via GettyRyan twinned with her equally stylish leading man, Tom Hanks, as the two rocked khaki pants on the set of their 1998 rom-com,You’ve Got Mail. It’s no wonder they made a perfect match on the big screen!

04of 10

Stylish On Set

Meg Ryan and Tom Hanks.Ronald Siemoneit/Sygma/Sygma via Getty

Meg Ryan and Tom Hanks.

Ronald Siemoneit/Sygma/Sygma via Getty

Ryan twinned with her equally stylish leading man, Tom Hanks, as the two rocked khaki pants on the set of their 1998 rom-com,You’ve Got Mail. It’s no wonder they made a perfect match on the big screen!

05of 10Chic Upon ArrivalMeg Ryan.Ron Galella, Ltd./Ron Galella Collection via GettyRyan flashed her signature smile as she hopped out of a car at the 1988 IFP/West Independent Spirit Awards in an adorable, very ’80s, grey dress which she paired with a spunky set of shades.

05of 10

Chic Upon Arrival

Meg Ryan.Ron Galella, Ltd./Ron Galella Collection via Getty

Meg Ryan during The 3rd Annual IFP/West Independent Spirit Awards at Rosalie’s in Los Angeles, California, United States.

Ron Galella, Ltd./Ron Galella Collection via Getty

Ryan flashed her signature smile as she hopped out of a car at the 1988 IFP/West Independent Spirit Awards in an adorable, very ’80s, grey dress which she paired with a spunky set of shades.

06of 10Bright SmileMeg Ryan.Ron Galella, Ltd./Ron Galella Collection via GettyThe rom-com queen layered up in a gray blazer and paisley scarf as she supported the stars ofCross Your Heartat their film’s premiere in 1987.

06of 10

Bright Smile

Meg Ryan

The rom-com queen layered up in a gray blazer and paisley scarf as she supported the stars ofCross Your Heartat their film’s premiere in 1987.

07of 10Coolest CoupleMeg Ryan and Dennis Quaid.Ron Galella, Ltd./Ron Galella Collection via GettyThe A-list actress joined her then-husband, Dennis Quaid, for a red carpet date night at the L.A. premiere of his flickGreat Balls of Firein 1989. Ryan showed off a more grunge side in a leather jacket. Her signature blonde locs were cut into a face-framing bang that completed her edgy ensemble.

07of 10

Coolest Couple

Meg Ryan and Dennis Quaid.Ron Galella, Ltd./Ron Galella Collection via Getty

Meg Ryan and Dennis Quaid

The A-list actress joined her then-husband, Dennis Quaid, for a red carpet date night at the L.A. premiere of his flickGreat Balls of Firein 1989. Ryan showed off a more grunge side in a leather jacket. Her signature blonde locs were cut into a face-framing bang that completed her edgy ensemble.

08of 10Shades OnMeg Ryan.Jeff Kravitz/FilmMagicRyan was the picture of chic at the 1993 ShoWest movie convention in Las Vegas. The superstar wore her hair in a shaggy bob and accessorized with round, arched sunglasses. Her striped top and long-hemmed blazer were both smart and style-savvy.

08of 10

Shades On

Meg Ryan.Jeff Kravitz/FilmMagic

Meg Ryan during 1993 ShoWest in Las Vegas, Nevada, United States.

Jeff Kravitz/FilmMagic

Ryan was the picture of chic at the 1993 ShoWest movie convention in Las Vegas. The superstar wore her hair in a shaggy bob and accessorized with round, arched sunglasses. Her striped top and long-hemmed blazer were both smart and style-savvy.

09of 10Color CoordinationMeg Ryan.SGranitz/WireImageAnd as she stepped into the new millennium, Ryan brought her sense of style with her. At theProof of Lifepremiere in Beverly Hills in 2000, she sported a brown leather dress paired with a multi-colored Y2K skinny scarf.

09of 10

Color Coordination

Meg Ryan.SGranitz/WireImage

Meg Ryan during Proof of Life Los Angeles Premiere at The Academy in Beverly Hills, California, United States.

SGranitz/WireImage

And as she stepped into the new millennium, Ryan brought her sense of style with her. At theProof of Lifepremiere in Beverly Hills in 2000, she sported a brown leather dress paired with a multi-colored Y2K skinny scarf.

10of 10Bold ChoiceMeg Ryan.Ron Galella/Ron Galella Collection via GettyRyan’s bouncy blonde locs were on unmissable as the actress showed up in an oversized black suit at the premiere of her 1987 filmPromised Land. Her textured jacket rose up into a high-neck lace collar, and she brought a matching hat along to accessorize the statement look.

10of 10

Bold Choice

Meg Ryan.Ron Galella/Ron Galella Collection via Getty

Meg Ryan

Ron Galella/Ron Galella Collection via Getty

Ryan’s bouncy blonde locs were on unmissable as the actress showed up in an oversized black suit at the premiere of her 1987 filmPromised Land. Her textured jacket rose up into a high-neck lace collar, and she brought a matching hat along to accessorize the statement look.

source: people.com