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The 35 riskiest outfits Anne Hathaway has ever worn

  • Anne Hathaway has been wearing bold looks throughout 2022.
  • But since the ’90s, Hathaway has shown us her bold personal style.
  • She loves a bright color, different textures, and interesting accessories.

At one of her first red-carpet appearances, the 1999 Billboard Music Awards, Anne Hathaway wore a patterned white silk skirt with an exaggerated fringe hem.

Anne Hathaway in December 1999.Jim Smeal/Ron Galella Collection via Getty Images

Of course, as any ’90s kid knows, she had to accessorize with a giant lace choker.

A few years later, in June 2002 at the MTV Movie Awards, she let the back of this slinky black dress speak for itself.

Anne Hathaway attends the 2002 MTV Movie Awards in June 2002.Frederick M. Brown/Getty Images

The “Princess Diaries” star loves a backless moment. She accessorized with gold statement earrings and a patterned purse.

Hathaway chose this magenta gown with a thigh-high slit for the 2003 Golden Globes.

Anne Hathaway at the Golden Globe Awards on January 19, 2003.Jeffrey Mayer/WireImage/Getty Images

The Elie Saab gown featured a long watercolor-esque train and flowers across the straps.

As was trendy in the early 2000s, Hathaway wore the dress-over-jeans look for the premiere of “Ella Enchanted” in March 2004.

Anne Hathaway attends the “Ella Enchanted” premiere on March 28, 2004.Evan Agostini/Getty Images

She paired the bright pink dress with a jade green bag, a pale pink and blue coat, and white pointy-toed heels.

In 2022, Katie Holmes is trying to bring back this trend, to mixed results.

There’s much to say about Hathaway’s 2005 Tony Awards look.

Anne Hathaway attends the 59th Tony Awards on June 5, 2005.Peter Kramer/Getty Images

For the June awards ceremony, she wore a mauve and golden gown with lime green bows for straps, a tiered skirt with a slit, and a large bow on the front. The look was designed by Christian Lacroix.

In October 2006, Hathaway opted for a simpler look: a black gown with a large cutout on the back.

Anne Hathaway on October 26, 2006.Evan Agostini/Getty Images

In 2006, Hathaway starred in the iconic fashion film “The Devil Wears Prada.”

One month later in November, Hathaway wore a white dress with a sheer panel up the side of her leg.

Anne Hathaway in November 2006.Sylvain Gaboury/FilmMagic/Getty Images

The sheer paneling was covered in white flowers from the train all the way up to her hip.

Hathaway’s 2007 Oscars dress featured an oversized velvet bow in front.

Anne Hathaway at the Academy Awards in February 2007.Jeff Kravitz/FilmMagic/Getty Images

The white lace look was designed by Valentino.

For the premiere of “Rachel Getting Married” at the Venice Film Festival in September 2008, the star wore this high-low mint gown with multicolored flowers.

Anne Hathaway attends the “Rachel Getting Married” premiere during the 65th Venice Film Festival on September 3, 2008.Daniele Venturelli/WireImage/Getty Images

The ruffled gown was designed by Versace.

At a January 2009 red carpet, Hathaway chose a tiered beige gown with black feathers and, of course, fringe.

Anne Hathaway attends the 2008 National Board of Review Gala on January 14, 2009.Stephen Lovekin/Getty Images

The belted dress was designed by Chanel.

For the 2011 Golden Globes, the “Bride Wars” actress opted for a sequined backless gown with shoulder pads.

Anne Hathaway arrives at the 68th Annual Golden Globe Awards on January 16, 2011.Evan Agostini/NBCU Photo Bank/NBCUniversal via Getty Images

The Armani Privé look landed her on many a best dressed list.

At a “Dark Knight Rises” premiere in July 2012, Hathaway wore this white peplum gown with a deep V neckline.

Anne Hathaway attends “The Dark Knight Rises” premiere on July 16, 2012.Stephen Lovekin/FilmMagic/Getty Images

The icy look was part of Prabal Gurung’s resort collection.

At the world premiere of “Les Misérables” in December 2012, Hathaway walked the red carpet in this backless cold shoulder gown.

Anne Hathaway attends the “Les Misérables” premiere on December 5, 2012.Stuart Wilson/Getty Images

Hathaway’s satin ivory dress was designed by Givenchy.

This “Les Mis” premiere look is all about the shoes.

Anne Hathaway attends the “Les Miserables” premiere on December 10, 2012.Larry Busacca/Getty Images

Both Hathaway’s caped black dress and knee-high gladiator sandals were designed by Tom Ford.

Hathaway wore this tea-length sequined gown fit for a princess at the SAG Awards in January 2013.

Anne Hathaway attends the Screen Actors Guild Awards on January 27, 2013.Jason Kempin/Getty Images

This Giambattista Valli dress features mesh on top and a full tea-length tulle skirt, along with an embroidered corset and black shorts underneath.

Much has been said about the front of Hathaway’s 2013 Oscars dress, but we can’t get enough of the back.

Anne Hathaway arrives at the Oscars on February 24, 2013.Jason Merritt/Getty Images

Sure, the front of this Prada gown might have turned out a bit unfortunate, but the back of this satin 𝑏𝑎𝑏𝑦 pink gown features a delicate bow ribbon and criss-cross straps. She also let the back of her necklace drape down her back, adding a sparkly touch.

At the 2013 Met Gala, Hathaway bleached her hair and wore this black gown with strategically placed sheer panels.

Anne Hathaway attends the Costume Institute Gala on May 6, 2013.Kevin Mazur/WireImage/Getty Images

The 2013 Met Gala theme was “Punk: Chaos to Couture,” and Hathaway embraced that fully with her Valentino gown, complete with feathered cuffs.

She donned a seemingly mismatched dress for an “Interstellar” premiere in November 2014.

Anne Hathaway attends the “Interstellar” premiere on November 3, 2014.Taylor Hill/FilmMagic/Getty Images

This Rodarte dress almost looks like it’s two separate dresses stitched together.

One year later, in September 2015, she wore this black one-shoulder asymmetrical gown for the premiere of “The Intern.”

Anne Hathaway attends “The Intern” premiere on September 21, 2015.Neilson Barnard/FilmMagic/Getty Images

This is another Rodarte look, this time featuring a peacock-inspired skirt with a feathered hem and a striped bodice.

For another “Intern” screening that month, Hathaway chose a patterned skirt with sheer paneling.

Anne Hathaway attends a screening of “The Intern” on September 22, 2015.Jim Spellman/WireImage/Getty Images

This look, designed by Valentino, might have a little too much going on, with the tribal print skirt, the polka dot top, and a ribbon.

At Vanity Fair’s Oscar party in February 2016, Hathaway wore a beautiful black gown with a golden patterned overlay.

Anne Hathaway attends the 2016 Vanity Fair Oscar Party on February 28, 2016.Pascal Le Segretain/Getty Images

The Naeem Khan caftan gown managed to be both high fashion and comfortable, a rare feat.

Hathaway selected for this bold, white, knee-length dress at the 2016 Toronto International Film Festival.

Anne Hathaway attends the “Colossal” premiere during the 2016 Toronto International Film Festival on September 9, 2016.Matt Winkelmeyer/Getty Images

This Rodarte look combines florals, ruffles, gold beading, and cold shoulders all into one dress.

Hathaway picked a backless black gown that featured a voluminous skirt and giant fan detail for the premiere of “Colossal” in March 2017.

Anne Hathaway attends the “Colossal” premiere on March 28, 2017.Gilbert Carrasquillo/FilmMagic/Getty Images

Hathaway chose this Armani Privé gown for her first red carpet appearance of 2017, and it certainly made a statement.

She chose another backless look for her 2018 Met Gala appearance that May.

Anne Hathaway attends the “Heavenly Bodies: Fashion & The Catholic Imagination” Costume Institute Gala on May 7, 2018.Kevin Mazur/MG18/Getty Images for The Met Museum/Vogue

That year’s theme was “Heavenly Bodies: Fashion & The Catholic Imagination,” which explains her golden crown. The front of her Valentino gown also featured a triangle cutout at the chest.

Hathaway chose a similarly full-skirted gown for the “Ocean’s 8” premiere in June 2018.

Anne Hathaway attends the “Ocean’s 8” premiere on June 5, 2018Jamie McCarthy/Getty Images

What’s black, white, and yellow all over? Hathaway’s Jean Paul Gaultier halter gown.

At the 2019 Golden Globes in January, she walked the red carpet in this leopard-print gown with a daring slit.

Adam Shulman and Anne Hathaway arrive at the 76th Golden Globe Awards on January 6, 2019.Kevork Djansezian/NBCU Photo Bank/NBCUniversal via Getty Images

Hathaway accessorized her Elie Saab gown with the best accessory of all: her husband, Adam Shulman.

During her second pregnancy in August 2019, Hathaway wore a hot pink dress with rib cutouts.

Anne Hathaway attends the opening of “Sea Wall / A Life” on August 8, 2019.Gary Gershoff/Getty Images

Hathaway’s maternity style was enviable in this Brandon Maxwell look.

Hathaway wore this jaw-dropping gold dress with a plunging neckline for the 2020 Critics’ Choice Awards.

Anne Hathaway attends the 25th Critics’ Choice Awards on January 12, 2020.Frazer Harrison/Getty Images

Hathaway rocked head-to-toe glittering sequins for the Critics’ Choice Awards in a dress designed by Atelier Versace.

Hathaway attended the premiere of her Apple TV+ series “WeCrashed” in this metallic dress with rib cutouts on March 12, 2022.

Anne Hathaway attends the premiere of “WeCrashed” during the SXSW Festival on March 12, 2022.SUZANNE CORDEIRO/AFP/Getty Images

Hathaway co-stars with Jared Leto as Rebekah and Adam Neumann, the married couple behind the startup WeWork.

Her purse conveyed a subtle message of support to the transgender community — it has the 𝑏𝑎𝑏𝑦 blue, pink, and white flag across the top.

For an appearance on “The Late Show with Stephen Colbert” on March 15, 2022, she wore a bold polka-dot corset, palazzo pants, and oversized blazer.

Anne Hathaway is seen arriving at “The Late Show with Stephen Colbert” on March 15, 2022.Raymond Hall/GC Images/Getty Images

The “Rainbow Brite” look was designed by Christopher John Rogers.

At the Los Angeles premiere of “WeCrashed” a week later, Hathaway walked the red carpet in this sky-blue dress with a cutout across the chest, exposing her black bra top.

Anne Hathaway attends the global premiere of Apple TV+’s “WeCrashed” on March 17, 2022.Axelle/Bauer-Griffin/FilmMagic/Getty Images

The dress, which was designed by David Koma, also featured a high slit.

At a June 2022 fashion show in Paris, the “Armageddon Time” star wore a bright-yellow ensemble.

Anne Hathaway attends a Bulgari show on June 6, 2022, in Paris, France.Daniele Venturelli/Getty Images for Bulgari

This look, designed by Valentino, featured canary-yellow short-shorts and a matching button-up yellow dress, which she left mostly open to showcase the shorts.

One month later, she wore a different monochromatic look, this time a Barbie-pink mini dress, matching bag, and sky-high pink heels.

Anne Hathaway arriving at the Valentino fashion show on July 8, 2022, in Rome, Italy.Daniele Venturelli/WireImage

You can learn more about Hathaway’s hot-pink Valentino look here.

For a screening of “Armageddon Time” on October 12, Hathaway wore a silver pearl-encrusted gown with matching boots.

Anne Hathaway attends the red carpet event for “Armageddon Time” on October 12, 2022.Theo Wargo/Getty Images for FLC

She once again wore a bold Valentino look, this time one with matching pearl- and jewel-covered kitten heels.

She returned to one of her old favorites, a backless dress, for the 2022 Women in Hollywood celebration on October 17.

Anne Hathaway attends Elle’s 29th Annual Women in Hollywood celebration on October 17, 2022.Frazer Harrison/Getty Images for ELLE

The navy beaded gown was designed by Ralph Lauren.

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