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Wildest & Wackiest Oscars Dresses Ever — PICS

By:
Paige Kindlick
February 22, 2017 1:34PM EST
1 of 27

Wildest & Wackiest Oscars Dresses Ever

Wildest & Wackiest Oscars Dresses Ever
Jordan Strauss/Invision/AP/REX/Shutterstock

The Oscars are one of the most high-profile events of the year, and the red carpet is always full of glamorous gowns and ensembles from the biggest stars in the movie industry. Over the years, though, many stars have taken some bold risks with their Oscars red carpet choices, which has provided some very memorable looks. Whether it’s out-there accessories, bright colors or eclectic patterns, these looks definitely stood out when celebrities wore them to the Academy Awards. In 2015, Lady Gaga turned heads in her red carpet look. Her white dress was pretty classic, but people could not stop talking about the red gloves that she paired it with! The gloves were mocked as ‘dishwasher gloves,’ but Gaga rocked them with full-on confidence. Of course, she’s no stranger to wild red carpet ensembles! Keep clicking through the gallery to check out the wackiest Oscars looks of all-time.

February 22, 2019, 3:01PM
2 of 27

Dakota Johnson

Dakota Johnson
Rob Latour/REX/Shutterstock

Dakota Johnson’s Academy Awards dress in 2017 did nothing to show off her amazing figure, but she still looked gorgeous on the red carpet. She wore super simple makeup and straight hair to go with the outfit.

February 22, 2019, 3:01PM
3 of 27

Tiffany Haddish

Tiffany Haddish
Stephen Lovekin/BEI/REX/Shutterstock

Tiffany Haddish wore a religious-themed garb to the 2018 Oscars, and definitely stood out on the red carpet. However, the traditional African outfit had a special meaning, as it was a tribute to Tiffany’s late father.

February 22, 2019, 3:01PM
4 of 27

Charlize Theron

Charlize Theron
Shutterstock

c sort of missed the mark with her 2010 Oscars gown. The lavender ensemble did nothing to showcase her figure, and the floral chest designs seemed a bit out of place.

March 4, 2018, 8:43AM
5 of 27

Madonna

Madonna
Shutterstock

Madonna’s look at the 1999 Academy Awards was definitely all over the place, but she’s obviously still a red carpet queen! She completed the wacky look with a super pale makeup look.

March 4, 2018, 8:43AM
6 of 27

Jessica Bie

Jessica Bie
Shutterstock

Jessica Biel wore a bright purple dress with massive gold belt to the Oscars in 2009, but she still posed on the carpet like a fierce queen. She also carried a black clutch to complete her look.

March 4, 2018, 8:43AM
7 of 27

Sophia Loren

Sophia Loren
Shutterstock

Sophia Loren’s ruffeld dress at the 2009 Academy Awards was definitely out there, but she looked beyond incredible nonetheless! She paired the look with glowing makeup and a choker necklace.

March 4, 2018, 8:43AM
8 of 27

Faye Dunaway

Faye Dunaway
Shutterstock

Faye Dunaway covered up big-time in this black ruffled gown at the 2007 Academy Awards, and the sheer sleeves seemed a bit out of place. She also wore some majorly out-there jewelry with the black ensemble.

March 4, 2018, 8:43AM
9 of 27

Lauren Hutton

Lauren Hutton
Shutterstock

Lauren Hutton wore an eclectic pantsuit to the Oscars in 2006, which was definitely a far cry from some of the other elegant gowns on the carpet. She also rocked a fanny pack purse, which was definitely a bizarre choice for the red carpet. 

March 4, 2018, 8:43AM
10 of 27

Nicky Hilton

Nicky Hilton
Shutterstock

Nicky Hilton showed major skin in her bright purple dress with cutouts and a leg slit at the 2005 Oscars. It was definitely a little risque for the Oscars!

March 4, 2018, 8:43AM
11 of 27

Mischa Barton

Mischa Barton
Shutterstock

Mischa Barton wore a slinky gold dress to the Oscars in 2004, and she paired it with matching gold booties. The dress hung super loose on her thin frame, and was definitely one of the more eclectic looks of the night.

March 4, 2018, 8:43AM
12 of 27

Anne Hathaway

Anne Hathaway
Shutterstock

Anne Hathaway donned an orange gown with floral print to the 2004 Academy Awards and it was definitely an eccentric ensemble. She paired the look with her hair in tight curls and bright red lipstick.

March 4, 2018, 8:43AM
13 of 27

Eve

Eve
Shutteerstock

Eve may have shown a little TOO much skin in her black hi-lo dress with insane side cutouts at the 2003 Academy Awards. The gown showed off her legs, back and chest.

March 4, 2018, 8:43AM
14 of 27

Hilary Swank

Hilary Swank
Shutterstock

Hilary Swank went super pink in her mini dress with bright fuschia train at the 2003 Oscars. There was a LOT going on in the dress, but Hilary certainly stood out.

March 4, 2018, 8:43AM
15 of 27

Faith Hill

Faith Hill
Shutterstock

Faith Hill wore a rainbow-colored dress to the Academy Awards in 2002, and she was all smiles as she shined on the red carpet. It was for sure one of the brightest Oscars dresses of all-time.

March 4, 2018, 8:43AM
16 of 27

Gwyneth Paltrow

Gwyneth Paltrow
Shutterstock

Gwyneth Paltrow wore nothing underneath her black dress with sheer neckline at the 2002 Academy Awards. The gown wasn’t super flattering on her, and she paired it with a clunky necklace.

March 4, 2018, 8:43AM
17 of 27

Juliette Binoche

Juliette Binoche
Shutterstock

Juliette Binoche wore an off-the shoulder black dress, which she paired with knee high boots, to the Academy Awards in 2001. She also wore dramatic pearl necklaces with the look.

March 4, 2018, 8:43AM
18 of 27

Chloe Sevigny

Chloe Sevigny
Shutterstock

Chloe Sevigny rocked a black and white dress with sheer skirt, which revealed her belly button, at the 2001 Oscars. She paired the look with crazy bangle bracelets and her hair slicked back.

March 4, 2018, 8:43AM
19 of 27

Tyra Banks

Tyra Banks
Shutterstock

Tyra Banks wore a black and white crop top with black skirt to the 2000 Academy Awards, which allowed her to flaunt some abs. She rocked a minimalistic makeup look to go with the ensemble.

March 4, 2018, 8:43AM
20 of 27

Thora Birch 

Thora Birch 
Shutterstock

Thora Birch wore a bright blue blazer paired with a floral skirt to the Academy Awards in 2000. It was classic 2000s style, but may have just been a bit too casual for the Oscars!

March 4, 2018, 8:43AM
21 of 27

Susan Sarandon

Susan Sarandon
Shutterstock

Susan Sarandon attended the 1996 Academy Awards in this poofy red dress, which featured a halter-style neckline. Her best accessory of the night, though, was the Oscar that she won!

March 4, 2018, 8:43AM
22 of 27

Rachel Griffith

Rachel Griffith
Shutterstock

Rachel Griffith rocked a bubble gum pink dress when she attended the 1999 Oscars, and she even had gloves to match! Her boom box clutch was also just as bold as her look.

March 4, 2018, 8:43AM
23 of 27

Cher

Cher
Shutterstock

Cher went to the Oscars in 1998 in this sheer, beaded gown, which she paired with a matching hat.  She also wore a super clunky choker necklace and carried a mini purse.

March 4, 2018, 8:43AM
24 of 27

Celine Dion

Celine Dion
Shutterstock

Celine Dion rocked a white pantsuit with massive matching hat and sunglasses when she went to the 1991 Academy Awards. She was all smiles as she posed in the out-there look on the carpet.

March 4, 2018, 8:43AM
25 of 27

Kim Basinger

Kim Basinger
Shutterstock

Kim Basinger rocked an insanely poofy white dress while hitting the stage at the 1990 Oscars.  The ensemble featured gold beading down her arms, too.

March 4, 2018, 8:43AM
26 of 27

Barbra Streisand

Barbra Streisand
Shutterstock

Barbra Streisand showed major skin in her completely sheer ensemble to the 1969 Oscars. The dress featured a blow at the neckline, and Barbara posed in the look while showing off her Oscar.

March 4, 2018, 8:43AM
27 of 27

Bjork

Bjork
Fairchild Archive/Penske Media/S

Bjork wore one of the most memorable Oscars looks of all-time when she rocked this swan dress to the event. Underneath, she covered up in a sheer bodysuit.

February 5, 2020, 11:47AM
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