52 photos that show how Reese Witherspoon's style has evolved over the years

reese witherspoon

Reese Witherspoon's style has evolved a lot over the years.
Emma McIntyre/Getty Images for Turner
  • Reese Witherspoon has been in the entertainment industry since the early '90s.
  • Witherspoon's way has evolved a lot over the years.
  • From combat boots to gowns and heels, hither'due south how the "Legally Blonde" star's fashion has changed since 1996.
  • Visit Insider's homepage for more stories.

Since the early on '90s, Reese Witherspoon has had a long, prolific career in the entertainment manufacture. Through dozens of ruby-carpet appearances for awards shows, pic, and TV show premieres, the actor has proved herself to be a true mode icon.

Witherspoon oftentimes gravitates toward pieces that seem to be influenced by whatever project she'southward working on; for example, she wore pink pieces while promoting the "Legally Blonde" franchise, and an ethereal gown to the premiere of "Just Like Heaven."

Work-inspired ensembles aside, the actor has a singled-out personal way aesthetic that lives at the intersection of vintage and modern. From cardigans and combat boots to glamorous gowns and heels, proceed scrolling to see how Witherspoon's style has changed since 1996.

In July 1999, Reese Witherspoon wore a grunge-meets-glam ensemble to "The Fear" premiere in Sydney, Australia.

Her cinnamon brown lipstick and smudged eyeliner were '90s beauty staples.
Patrick Riviere/Getty Images

For a perfectly '90s look, the actor paired a maroon maxi dress with a cropped, sequin-emblazoned cardigan and combat boots.

At the Los Angeles, California, premiere of "Cruel Intentions" in February 1999, she paired a baby doll summit with a maxi skirt.

She finished the look with strappy sandals and lots of blush.
Brenda Chase / Stringer

Witherspoon quite literally tied her outfit together with a thin gold belt.

In May 2000, she wore a strapless grayness dress to the Sixth Annual Blockbuster Amusement Awards in Los Angeles, California.

She kept her accessories pretty minimal.
Patrick Riviere/Getty Images

Witherspoon completed her monochromatic ensemble past pinning her hair back and layering on eyeliner.

She fittingly wore an all-pink ensemble to the July 2001 premiere of "Legally Blonde" in Los Angeles, California.

She wore her hair in a voluminous updo to allow the outfit to polish.
Vince Bucci/Getty Images

The actor added dimension to the outfit by layering a black mesh slip over her pinkish dress.

Once over again, Witherspoon mixed grunge and preppy pieces at the Baronial 2002 The Teen Choice Awards in Los Angeles, California.

The blossom in her pilus pulled her outfit together.
Kevin Winter/Getty Images

The role player paired a Ralph Lauren logo peak with a pair of flared corduroy pants.

Witherspoon wore a mixed-material dress to the New York Metropolis premiere of "Sweet Home Alabama" in September 2002.

She matched her T-strap shoes to her belt.
Matthew Peyton/Getty Images

Witherspoon completed her shimmery, color-coordinated wait with a smoky eye.

In June 2003, she wore a floral dress to the premiere of "Legally Blonde two: Red, White & Blonde" in Southampton, New York.

Her wispy hairdo added personality to the expect.
Matthew Peyton/Getty Images

She topped off her summery ensemble with strappy heels and bright, shimmery makeup.

In August 2004, Witherspoon's outfit for a New York Metropolis screening of "Vanity Fair" really popped thank you to her dark chocolate-brown pilus.

She looked like a totally different person without her signature gilt locks.
Evan Agostini/Getty Images

She finished her outfit with matching golden accessories like a purse, a pair of shoes, and earrings.

In September 2005, the actress looked more like herself at the premiere of "But Like Heaven" in Los Angeles, California.

Patterned dresses with glitzy details are i of her become-to looks.
Kevin Wintertime/Getty Images

Witherspoon wore an ethereal white tulle clothes with an illusion neckline.

Witherspoon wore a mermaid-fashion red dress to the November 2005 premiere of "Walk The Line" in New York City.

She often wore headbands on the ruby-red carpet in the early on aughts.
Paul Hawthorne/Getty Images

The dress had a vintage-glam feel with an oversized bow cinching the top.

The role player wore an embellished, champagne-colored gown to the Oscars in 2006.

Her dress had lite pinkish, floral details.
Frazer Harrison/Getty Images

She completed her ensemble with dark eye makeup and warm, shimmery lipstick.

The actor changed things upwards for the January 2007 Gilt Globes when she wore a brilliant yellow minidress with red heels.

Her apparel had an ombre pattern.
Frazer Harrison/Getty Images

She topped off her expect with one chunky bracelet, blood-red lipstick, and dark eye makeup.

The side by side month, she wore a tiered, purple gown to the Oscars in Hollywood, California.

She wore i sparkly bracelet.
Vince Bucci/Getty Images

The histrion kept her pilus and makeup simple for the red carpet event.

She went for a decidedly glamorous wait at the Country Music Awards which were held in Nashville, Tennessee, in November 2008.

Witherspoon styled her hair in big, dramatic waves.
Bryan Bedder/Getty Images

She paired her one-shoulder, lace clothes with red lipstick and peep-toe heels.

In Feb 2009, she went for some other glitzy gown at the Vanity Fair Oscar Party in Due west Hollywood, California.

The dress had contrasting black and bluish panels.
Michael Buckner/Getty Images

Witherspoon finished off her outfit with a thick coating of black eyeliner.

In March 2009, she changed upwardly her aesthetic when she wore a futuristic-looking minidress to the premiere of "Monsters Vs. Aliens" in Universal City, California.

She styled her hair in loose, large waves.
Jason Merritt/Getty Images

The role player topped off her outfit with a pair of grayness platform heels that had xanthous accents.

In March 2010, Witherspoon wore a bubble minidress to the Vera Wang store launch in Los Angeles, California.

She matched her shoes her waist-cinching chugalug.
Jason Merritt/Getty Images

To consummate this outfit, Witherspoon styled her hair to be pivot direct.

In December 2010, Witherspoon went for a modern take on a vintage look when she was given a star on the Hollywood Walk of Fame in Hollywood, California.

Even her wavy hair had a retro glam vibe.
Alberto East. Rodriguez/Getty Images

The actress matched her crimson heels to the miniature polka dots on her cap sleeve apparel.

In October 2011, the actor layered a pantsuit over a lace acme for ELLE's 18th Almanac Women in Hollywood Tribute in Los Angeles, California.

She as well wore peep-toe heels, which brought a casual expect to her outfit.
Jason Merritt/Getty Images

Witherspoon used her dark-green earrings and dark eyeliner to bring personality to her ensemble.

She wore some other bubble dress with a floral pattern to the Apr 2011 premiere of "Water for Elephants" in New York City.

She styled her hair in a sleek updo.
Jason Kempin/Getty Images

The actor glammed upward this outfit with glitzy heels, shimmering earrings, and a ring of dark eyeliner.

Witherspoon wore a classic gown with a mermaid-style skirt to the Golden Globes in January 2012.

Her ensemble was very Erstwhile Hollywood glam.
Frazer Harrison/Getty Images

She finished her outfit with tousled waves, glitzy jewelry, red blast smoothen, and a affect of eyeliner.

In May 2012, Witherspoon wore a shimmery blue gown to an event at the Cannes Flick Festival in Cannes, France.

She wore her pilus in a sleek updo, allowing the dress to polish.
Andreas Rentz/Getty Images

Witherspoon often gravitates toward glitzy gowns for crimson carpet events, and this occasion was no exception.

In February 2013, Witherspoon attended the Oscars wearing a strapless blue gown with a long train.

She complemented her dress with dark eyeliner.
Michael Buckner/Getty Images

The role player softened this ensemble by styling her hair in big, romantic curls.

The star went for a more modern look at Benjamin Millepied'southward Los Angeles Dance Project Inaugural Benefit Gala in June 2013.

Her mixed-fabric trivial blackness dress looked trendy.
Alberto E. Rodriguez/Getty Images

Witherspoon's outfit had an especially edgy aesthetic because she deeply parted her hair to the side and wore a thick layer of eyeliner.

The star wore some other mixed-material bubble dress to the March 2014 Motion-picture show Contained Spirit Awards in Santa Monica, California.

She went with her standard voluminous updo.
Jason Merritt/Getty Images

For events and screenings, the histrion often goes for floral, colorful dresses.

She wore another mixed-material gown to an Oct 2014 screening of "Wild" in London, England.

Her hair was blown out to await sleek and shiny.
Tim P. Whitby/Getty Images

The actor topped off her outfit with her makeup staples: eyeliner, bronzer, and red lipstick.

The actor wore a pearl-emblazoned minidress with geometric sleeves to the Palm Springs International Film Festival Awards Gala in Palm Springs, California, in Jan 2015.

It was another retro glam expect for the actor.
Frazer Harrison/Getty Images

She topped off her vintage-esque outfit with large curls, pink lipstick, and pointed-toe heels.

In February 2015, Witherspoon attended the Oscars in a mod, off-the shoulder gown.

This was a minimalist look for the actor.
Jason Merritt/Getty Images

She styled her hair in a sleek blowout and, of course, wore her signature eyeliner.

In October 2015, the actor wore another gown in a similar style when she was honored at the American Cinematheque Awards in Los Angeles, California.

This mode dress is timelessly classic.
Jason Merritt/Getty Images

She changed upward her look by parting her sleek, straight hair to the side.

She went for a multicolored, patterned minidress for the December 2016 premiere of "Sign" in Los Angeles, California.

She finished her outfit with a feathery blowout and pointed-toe heels.
Frederick M. Chocolate-brown/Getty Images

When she attends movie premieres, Witherspoon often wears an outfit that fits the movie's theme, as she did here.

In February 2016, she wore a strapless purple gown with a large railroad train and an eye-catching bow.

She added smooth to this outfit with her earrings and bracelet.
Jason Merritt/Getty Images

The actor kept her hair and completed her outfit with bronzer, pink lipstick, and lots of heart makeup.

The role player wore a strapless black gown with a floral skirt and a thigh-high slit to the Tiffany & Co. Blueish Book Gala in New York City in April 2016.

She topped off her outfit with a glimmering statement necklace.
Jamie McCarthy/Getty Images

Witherspoon added some drama to her floral ensemble with red lipstick and several glimmering accessories.

The actor wore another gown with a thigh-loftier slit to the Jan 2017 Aureate Globes in Beverly Hills, California.

Witherspoon matched her statement necklace to her vivid yellow gown.
Frazer Harrison/Getty Images

She swept her pilus into a side-parted updo and lined her optics with dark makeup to finish the look.

The star changed things up when she donned a blazer minidress for the Emmy Awards in September 2017.

Naturally, she finished the look with a touch of red lipstick.
Dan Steinberg/Invision/AP

Witherspoon kept this outfit simple, pairing the apparel with plain heels and statement earrings.

Also in September, she wore a ane-shoulder dress with an unexpected fan-like adornment to a screening of "Dwelling house Again" in London, England.

She paired her black dress with white accessories and shoes.
Jeff Spicer/Getty Images

This was a more experimental look for Witherspoon.

She wore some other one-shoulder black gown to the Golden Globes in Jan 2018.

Her dress had a long train.
Frederick M. Chocolate-brown/Getty Images

Witherspoon completed her elegant outfit with eyeliner, soft pink lipstick, and glitzy jewelry.

The actor attended the January 2018 Screen Actors Guild Awards in Los Angeles, California, in a chevron, off-the-shoulder gown.

The gown had draped, flowing sleeves.
Jon Kopaloff/Getty Images

Witherspoon completed her glamorous ensemble with matching earrings, a touch of mascara, and glamorous curls.

I-shoulder dresses connected to be ane of Witherspoon's wardrobe staples. She wore ane to the Hollywood, California, premiere of "A Wrinkle in Time" in Feb 2018.

The gown looked like a giant, glimmering red.
Alberto E. Rodriguez/Getty Images

She amped up the glamorous outfit with night center makeup.

In Baronial 2018, Witherspoon wore a dress that appeared to exist covered in black and white butterflies.

Her shoes were adorned with butterflies.
Jon Kopaloff/FilmMagic

She finished off her look for the launch event for "Polish On With Reese" in Hollywood, California, with soft waves, dark center makeup, and statement-making earrings.

In Oct 2018, Witherspoon attended the Los Angeles Trip the light fantastic toe Project'south Annual Gala wearing a mixed-material dress.

She stuck to a ruby and black motif.
Michael Tran/FilmMagic

She completed her outfit with a matching handbag.

In May 2019, Witherspoon attended the season 2 premiere of "Big Little Lies" wearing a sleek apparel with emerald jewelry.

She kept information technology elementary with classic black pumps.
AP

She attended the effect wearing an Elie Saab gown from the designer'due south pre-fall 2019 drove.

In October 2019, she looked chic at the premiere of "The Morn Bear witness."

She made a statement wearing diamond ear pendants.
AP

Witherspoon arrived at the premiere wearing a sparkly black-and-gold Celine gown with Christian Louboutin satin pumps.

In November 2019, Witherspoon wore different shades of green to a special screening of "The Morning Evidence."

She kept information technology simple by wearing nude Christian Louboutin pumps.
AP

She arrived at the blood-red carpet wearing a Brandon Maxwell satin minidress with a twill blazer jacket from the aforementioned designer.

In November 2019, Witherspoon suited up for the premiere of "Truth Exist Told."

She attended the result wearing all blackness.
AP

The executive producer of the show looked then chichi in a tailored black suit. She added a pop of colour with her Jennifer Meyer diamond and pink sapphire bezel earrings.

In Nov 2019, Witherspoon brought a chip of sparkle to the 53rd almanac CMA Awards.

She wore black accessories.
AP

The actress wore a little black apparel from Saint Laurent, matching pointed-toe pumps, and Nikos Koulis hoop earrings.

In December 2019, she wore navy bluish to The Hollywood Reporter'southward Women in Entertainment breakfast.

Witherspoon wore a war machine-inspired look.
AP

Witherspoon looked fabulous in a Michael Kors dress and Jimmy Choo pumps.

In Jan, Witherspoon arrived at the 2020 Gold Globes looking like a vision in white.

She paired her white clothes with yellow-gold accessories.
AP

For the awards show, she wore a custom Roland Mouret gown, Tiffany & Co. jewelry, and Christian Louboutin sandals.

Witherspoon wore a monochromatic look to nourish the 2019 New York Film Critics Circle Awards.

She added a pop of color with her pink lipstick.
AP

She wore an Andrew Gn embroidered floral dress, Chopard jewelry, and Saint Laurent pumps.

In Jan, Witherspoon wore a dazzling dress with a thigh-high slit to the 2020 SAG Awards.

She wore blackness-and-silver shoes.
AP

She wore a Celine column dress with Harry Winston jewels.

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