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A Look Back at Reese Witherspoon's Best Looks

ESC: Reese Witherspoon

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Did Reese Witherspoon ever embody a silver-screen siren more than at the 2015 Golden Globes?

The silver, strapless Calvin Klein gown fit her like a glove. With a tailored-to-perfection bodice, side-swept, long hair and diamond jewelry, one could argue it was her best look ever. 

Or…another could argue it was her canary-yellow mini she wore the following year that tops the list. Or…it could be the dark-forest-green gown she wore to the Tiffany & Co. 2017 Blue Book Collection Gala recently. The point is the actress has had so many major red-carpet moments that to make an informed judgment on which ensemble is best, we would need to rewind and review all her best looks. 

So, before we catch the actress at the 2017 Emmys, where she’s nominated in the category of Limited Series Actress, for her turn in Little Big Lies, please keep scrolling for the fashion moments that make Reese always one to watch. 

Reese Witherspoon, 2017 Met Gala Arrivals

David Fisher/REX/Shutterstock

The actress got fierce for the Met Gala, rocking a dramatic, one-shoulder two-toned gown with a blue, shimmery eye makeup look to match. 

Reese Witherspoon

Jamie McCarthy/Getty Images for Tiffany & Co.

Reese proves that simplicity is elegance in a green, strapless gown that while attending the Tiffany & Co. 2017 Blue Book Collection Gala. The ensemble is timeless, from the style of her dress to her natural hair and makeup look.

Reese Witherspoon

Frederick M. Brown/Getty Images

This stylish star is not afraid of a bold pattern, and she broke up this graphic ensemble with black leather accents and matching pumps. 

Reese Witherspoon, 2017 Golden Globes, Arrivals


It looks like the star was inspired by the sun for her Golden Globes look.

Reese Witherspoon, 2016 Oscars, Academy Awards, Arrivals

Jordan Strauss/Invision/AP

Is purple the new black? We’ve been seeing the color on the NYFW spring/summer runways, but Reese already brought the color to the red carpet back in February.

Reese Witherspoon

Dimitrios Kambouris/Getty Images

The floral applique paired with the exposed hemline is at both times sexy and sophisticated. 

Baby2Baby Gala, Reese Witherspoon

Frederick M. Brown/Getty Images

The contrast between the gothic-like skirt and spring-perfect belt is quite eye-catching!

ESC, Reese Witherspoon, Golden Globes, 2007

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Reese knows she can rock yellow like nobody’s business. Here, she rocks the bold color in a mini to the Golden Globe Awards. We’re love how she kept her hair simple and jewelry minimal. 

Reese Witherspoon, SAG Awards

Jordan Strauss/Invision/AP

Everyone knows the one-shoulder trend is coming back for fall 2017. Before that happens, let it be known that the actress was sporting the style at the Screen Actors Guild Awards in 2015!

Reese Witherspoon, Glamour Women of the Year

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This Erdem dress was flowy and fun, perfectly complementing the vibes of the Glamour Women of the Year event. 

Reese Witherspoon, Hollywood Film Awards

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This seemingly simple white Haney frock had the perfect hemline embellishments which added a little something extra to the mini Reese choose for the Hollywood Film Awards. 

Reese Witherspoon

Jon Kopaloff/FilmMagic

At the American Cinematheque Award, this honoree looked elegant in this simple, black, off the shoulder Dolce & Gabbana gown. 

Reese Witherspoon

Stefanie Keenan/Getty Images for CFDA/Vogue

She falls back on her Draper James line for another crisp-chic look. 

Reese Witherspoon

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As always, Reese is radiant wearing a black strapless Dolce & Gabbana dress paired with black Christian Louboutin sandals.

Reese Witherspoon, Letterman

Erik Pendzich/REX USA

The actress sports a sexy look in the Big Apple.

Reese Witherspoon, Met Gala 2015

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The actress turns heads with a strapless gown.

Reese Witherspoon

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Reese can thank J. Mendel for this saucy little design.

Reese Witherspoon, Academy of Country Music Awards

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At the 2015 ACM Awards, Reese turns heads in a sparkling David Koma LBD.

Reese Witherspoon, 2015 Academy Awards

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The actress arrives at the 2015 Academy Awards in a monochromatic Tom Ford creation.

Reese Witherspoon, PGA Awards

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Fiery lace Giambattista Valli Couture on the top, Mario BH trousers on the bottom for the Oscar-winner at the 2015 Producers Guild Awards.

Reese Witherspoon, SAG Awards

Jordan Strauss/Invision/AP

At the 2015 SAG Awards, the Wild actress kept tame with an elegant one-shoulder Giorgio Armani design.

Reese Witherspoon, Critics' Choice Awards


Sweet and simple! The star’s black and fuchsia Lanvin gown is the perfect choice for the 2015 Critic’s Choice Awards.

Reese Witherspoon, Golden Globes

Jason Merritt/Getty Images

This is how it’s done, ladies! She’s ultra-glamourous in a sparkling Calvin Klein number at the 2015 Golden Globes.

Reese Witherspoon

Valerie Macon/Getty Images

She sports a flirty lace Self-Portrait frock with sweet sheer details at the LA Hollywood Bag Ladies Luncheon in Beverly Hills.

Reese Witherspoon

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Reese compliments her white Zac Posen dress with Harry Winston jewels and her sexy red lips at the Wild premiere in Beverly Hills.

Reese Witherspoon

Tim P. Whitby/Getty Images for BFI

The Oscar winner goes full glam at the premiere of Wild at the 58th BFI London Film Festival at Odeon Leicester Square in London.

Reese Witherspoon

Jason Merritt/Getty Images for Variety

At the 2014 Variety Power of Women presented by Lifetime luncehon at the Beverly Wilshire Four Seasons, the actress hits the carpet in a red and back cocktail dress.

Reese Witherspoon

Rick Diamond/Getty Images for Warner Bros

Reese slips into a black-and-white floral Christian Dior frock at The Good Lie premiere in Nashville.

Reese Witherspoon

Olivier Douliery/Abacausa/

The sugary-sweet actress picks a ladylike Christian Dior gardenia-print dress for the Washington DC premiere of The Good Lie.  

Reese Witherspoon

Michael Tran/FilmMagic

At the Toronto International Film Festival, the 38-year-old works an architectural black Saint Laurent mini.

Reese Witherspoon

George Pimentel/Getty Images

This embossed plum Dolce & Gabbana mini is the ideal summer-to-fall frock.

Reese Witherspoon, Stand Up to Cancer

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The star styles two pieces, a Stand Up to Cancer shirt paired with a black skirt, at the charity’s event.

Reese Witherspoon, MET Gala

Larry Busacca/Getty Images

Whew! We dare say the star has never look better than in this bold Stella McCartney gown from the 2014 Met Gala.

Reese Witherspoon

Jason Merritt/Getty Images

Attending the Colleagues’ 26th Annual Spring Luncheon, the actress turns heads in a springy Oscar de la Renta dress.

Reese Witherspoon

Theo Wargo/Getty Images for Lincoln Center

The actress attended the Great American Songbook event in NYC wearing a black long-sleeved Valentino dress with scalloped trim detailing.

NYFW, Hugo Boss Women, GReese Witherspoon

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Reese rocked a sexy black leather dress that showed off her impressive figure at the Hugo Boss show during 2014 New York Fashion Week.

Reese Witherspoon, Stand Up To Cancer

Michael Buckner/Getty Images for Entertainment Industry Foundation

As event chair of Hollywoods Stand Up To Cancer event, Reese stood out in an orange Roland Mouret dress with white side panels that cinched her small waist. 

Reese Witherspoon, Golden Globes

Jason Merritt/Getty Images

Mrs. Jim Toth served as presenter at the 2014 Golden Globe Awards in a custom teal Calvin Klein silk t-back dress with Harry Winston accessories. 

Reese Witherspoon

John Sciulli/Getty Images for March of Dimes

Mother of three and still looking great! Reese wore a form-fitting black lace embroidered dress at the March of Dimes Celebration in Beverly Hills.

Reese Witherspoon, ELLE's 20th Annual Women In Hollywood Celebration

Jason Merritt/Getty Images for ELLE

At Elle‘s 20th Annual Women in Hollywood gathering, the actress wore a Calvin Klein strapless red dress with strappy sandals.

Reese Witherspoon

Jason Merritt/Getty Images for The Pirch

Reese flaunted her killer arms in this Antonio Berardi strappy dress featuring black lace top and printed skirt.

Reese Witherspoon, Baby Bump


The hot mama showed us her chic pregnancy style in a belly-hugging black Versace dress at the Cannes Film Festival.

Reese Witherspoon

Dimitrios Kambouris/Getty Images

The Mud actress looked stunning in a black Saint Laurent mini with newly dyed brunette tresses.

Reese Witherspoon, Oscars 2013

Jason Merritt/Getty Images

The Best Actress Oscar-winner presented at the 2013 Academy Awards wearing an electric blue Louis Vuitton strapless gown with neutral makeup.

Reese Witherspoon, Crop Dead Gorgeous Puzzle 3 Reveal

Looking simply gorgeous, Witherspoon wore a scarlet Zac Posen gown to the 2012 Golden Globe Awards.

Reese Witherspoon

Michael Williams/

Daayum! Having given birth just 10 weeks prior, Reese wowed on the red carpet in a body hugging Elie Saab sleeveless dress at the 2012 Children’s Defense Fund Beat The Odds Awards in Beverly Hills.

Reese Witherspoon


Reese is sunny and sweet in Louis Vuitton at the Rio de Janeiro premiere of This Means War.

Reese Witherspoon

Lester Cohen/WireImage

Normally conservative Reese shows off some sexy skin in tight strapless Miu Miu at the premiere of This Means War in Hollywood.


See More From Reese Witherspoon’s Best Looks

What was your favorite look?

Tell us in the comments below!

On Sunday, Sept. 17, watch E!’s Emmys Countdown show at 4:30 p.m. ET/1:30 p.m. PT and E!’s Live From the Red Carpet 2017 Emmy Awards coverage starting at 6 p.m. ET/3 p.m. PT followed by our After Party at 11 p.m. Don’t miss E! News Monday at 7 and 11 p.m. and tune in to the Fashion Police 2017 Emmys Special Monday at 8 p.m., only on E!

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