People from all over the world anticipate the Academy Awards every year. Aside from waiting to see if our favorite films will win the awards, we also look forward to seeing our favorite celebrities’ outfits. The red carpet has always been filled with beautiful, stunning dresses and suits. And don’t forget the occasional fashion faux pas. Now, let’s take a trip down memory lane and rediscover the Oscars’ most unforgettable dresses! We promise we included all the best moments for you, and we hope you enjoy it!
Kendall Jenner
Kendall Jenner is one of the hottest stars today. She is best known for her family’s hit reality TV show, Keeping Up with the Kardashians. She became even more popular after becoming a Victoria’s Secret model together with her besties Bella and Gigi Hadid. In 2017, she wore a dress to the red carpet that, let’s just say, revealed a lot more than most people needed to know.
Kendall Jenner
Rihanna
Bad gal RiRi certainly does not shy away from challenging fashion norms. We usually love her for it, but this number might be an exception. Fashion critics have gone as far as saying she resembled a bad bouquet for Valentine’s Day.
Rihanna
Angelina Jolie
Not a lot of people can pull off wearing a pale-colored dress with their pale complexion. But for Angelina Jolie, it was a piece of cake. The dress looks beautiful on her as it shows off her wonderful figure.
Angelina Jolie
Katy Perry
This outfit choice had everyone talking about Katy Perry. It garnered both positive and negative reviews from people all over the world! Nonetheless, it was certainly an eye-catching ensemble that sparked debates on how women should dress for the red carpet.
Katy Perry
Andra Day
Grammy-nominated Andra Day turned heads with her striking floral dress made. To complement her dress, her hair was styled in a voluminous full ponytail adorned with cute pink flowers. She further packed on the drama with her girly outfit by lying down on the red carpet!
Andra Day
Rita Moreno
This sophisticated gold and black boatneck gown made its first appearance in 1962. Rita Moreno wore this when she won the Best Supporting Actress for playing Anita in West Side Story. In 2018, she decided to wear the classic piece once again and added elegant black satin gloves to complete her look. Talk about iconic!
Rita Moreno
Nicole Kidman
Nicole Kidman looked amazing in her Armani Privé dress during the 90th Academy Awards. The unique shape of her cobalt blue gown fit her like a glove! The deep blue color of the dress provided the perfect contrast to her light skin. She cemented the look with a bold red lipstick.
Nicole Kidman
Cameron Diaz
Cameron Diaz has always been a shoo-in when it comes to choosing the best dressed. Although this wrap dress may not have appealed to everyone, it certainly showed us that she’s not afraid to play around with fashion styles.
Cameron Diaz
Kim Kardashian West
We can expect Kim Kardashian-West to always be on top when it comes to trends in fashion. Her fashion style has evolved ever since she married Kanye West. It has become classier and more refined, don’t you think? Take a look at this dress, for example— it hugs Kim’s figure without compromising elegance and stylishness.
Kim Kardashian West
Sarah Jessica Parker
Sarah Jessica Parker is a well-known fashionista, much like her iconic character in Sex and the City. However, some people think she crossed the line with this fashion choice from 2015. All we can say is that her headpiece was the talk of the town.
Sarah Jessica Parker
Heidi Klum
Heidi Klum is no stranger to red carpets and catwalks. However, she might have missed the mark with this purple number as people thought it was inappropriate for the event.
Heidi Klum
Celine Dion
The rocker chic look Celine Dion may have been too much for some. It’s always refreshing to see celebrities experiment on their looks, but the ensemble wouldn’t look out of place at a costume party.
Celine Dion
Daryl Hannah
In the 80’s, Daryl Hannah became a trendsetter when she wore a dazzling gold dress together with elbow length gloves. Her long blonde waves perfectly complemented her elegant look during the 60th Academy Awards! What a stunner.
Darryl Hannah
Cindy Crawford
The long-legged supermodel Cindy Crawford can practically pull off any look. When she attended the Oscars for the very first time, she picked a tight Hervé Léger dress to flaunt her gorgeous figure. She looked amazing, to say the least!
Cindy Crawford
Gigi Hadid
The popular top model sisters, Gigi Hadid and Bella Hadid, have always looked gorgeous in their outfits. With their genes, we can only wish we were part of their family. This look from Gigi Hadid certainly did her justice.
Gigi Hadid
Demi Moore
Demi Moore was the talk of the town during the 1989 Oscars, not necessarily in a good way. The interesting dress may not be her most fashionable choice, but at least she looks like she loves it.
Demi Moore
Cher
The goddess of pop is well-loved by many for her personality and talent. However, this unflattering look from the diva did not escape criticism from the fashion police.
Cher
Lady Gaga
Lady Gaga is known for always going for the unconventional and avant-garde fashion choices. However, this white jumpsuit just shows how much her style has evolved throughout the years.
Lady Gaga
Juliette Binoche
During the 1997 Academy Awards, Juliette Binoche wore this brown velvet dress. Although not many had positive things to say about it, she still left a winner with the Academy Award for the Best Supporting Actress for her role in The English Patient!
Juliette Binoche
Kate Winslet
Kate resembled a lovely English rose in this gorgeous dress. This piece was perfectly tailored to her figure and the bold color of the dress also complemented her pale skin.
Kate Winslet
Liz Hurley
Liz Hurley certainly attracted the attention of many people with both this dress and her date. She and Hugh Grant would later become an A-list Hollywood couple.
Liz Hurley
Cate Blanchett
Cate Blanchett always looks stylish whenever she attends red carpet events. This stunning Armani Privé dress decorated with 3D florals was no exception.
Cate Blanchett
Lupita Nyong’o
Lupita Nyong’o looked ethereal in this bespoke baby blue Prada number. The cut, neckline, and flow of the dress were perfect when it came to highlighting her natural beauty. This is definitely on top of our best-dressed list!
Lupita
Amanda Seyfried
This beautiful Alexander McQueen dress accentuated Amanda Seyfried’s loveliness. Moreover, her timeless hairstyle brought the look together which created one of her memorable appearances. Sweet and simple, she looked undeniably breath-taking.
Amanda Seyfried
Amy Adams
Amy Adams looked ever so stunning in this Oscar De La Renta gown. The American Hustle star wowed the crowd during the 2013 Academy Awards. We consider this one of her best looks so far!
Amy Adams
Zendaya
Zendaya is gorgeous but she drew some flak with this fashion choice. Some thought it was an edgy choice that deserves recognition while others seem to disagree. We’ll leave the decision to you. Is this a fashion hit or miss?
Zendaya
Faith Hill
Faith Hill has always been vocal when it comes to dressing for her mood. It’s probably safe to say that she was in a good mood when she picked out this bright-colored dress. Although some people might have disliked this look, her smile certainly brightened the room when she entered.
Faith Hill
Kim Basinger
During the 62nd Oscars, Kim Basinger wore a dress of her own creation. This white Cinderella-inspired gown left an impression when she climbed on the stage to receive the Best Supporting Actress award for her role in L.A. Confidential.
Kim Bassinger
Whoopi Golberg
Whoopi Goldberg never fails to put a smile on our face! She certainly achieved just that with this interesting ensemble with its unorthodox color scheme.
Whoopi
Miranda Kerr
Miranda Kerr always looks fabulous and sexy no matter what she wears. The Victoria’s Secret Angel reveals a lot of skin in this red number. But can we really blame her? We can only wish we had her enviable figure!
Miranda Kerr
Gwyneth Paltrow
Who could forget Gwyneth Paltrow’s iconic pink dress? She looked like a doll from head to toe. This look definitely belongs to the Oscars best-dressed list!
Gwenyth Paltrow1
Kate Hudson
Kate Hudson is a well-known tough girl, but she likes to keep it classy on the red carpet. Every year, we look forward to seeing her elegant style choices in awards shows.
Kate Hudson
Charlize Theron
We think Charlize Theron nailed it with this look. Her hair and dress go well with the dress she picked out. We consider this one of our favorite looks from the South African beauty!
Charlize Theron
Michelle Williams
Michelle Williams complemented her yellow dress with bold red lips that accentuate her snow-white skin. We regard this look as one of her best red-carpet appearances to date! No look has ever been more perfect for the red carpet.
Michelle Williams
Emily Ratajkowski
Emily Ratajkowski looks amazing in this sexy black dress that tapers off into a sheer fabric that shows off her legs. The shape and color of the dress flatter her well-toned body even more. Well done!
Emily Ratajkowski
Celine, Again
Another unforgettable look from Celine Dion is this white backward tuxedo she wore in 1999. A lot of people disliked the fashion risk, but we commend her for being brave enough to challenge fashion norms.
Celine Dions 2nd Look
Octavia Spencer
Octavia Spencer won Best Supporting Actress in 2012 for her role in The Help. We think she looked great the night she received the award.
Octavia Spencer
Farah Fawcett
The late Farah Fawcett will always be remembered as a style icon. In 1978, she wore a lovely Stephen Burrows gold dress. It was so iconic that young girls all over the world copied her style!
Farah Fawcett
Marion Cottilard
Marion Cotillard stood out from the crowd when she wore this stunning Jean Paul Gaultier dress. The mermaid-cut and sexy back did wonders for her figure.
Marion Cottilard
Zoe Saldana
Zoe Saldana certainly made a statement with her purple ombré gown from Givenchy Haute Couture. The bodice was adorned with crystals while the skirt was hand-pleated. She looked stunning as always.
Zoe Saldana
Meryl Streep
Meryl Streep was absolutely gorgeous in this gold number by Lanvin. It was certainly fitting for the 2012 Best Actress winner.
Meryl Streep
Halle Berry
Halle Berry’s sexy sheer dress drew the attention of many. The black and maroon color combination complemented her skin color and the fit of the dress emphasized her slender figure. Gorgeous!
Halle Berry
Hilary Swank
In 2000, Hillary Swank wore this sophisticated navy-blue dress. That same night, she won the Best Actress Award for her role in Million Dollar Baby.
Hilary Swank
Angelina Jolie
The list wouldn’t be complete without Angelina Jolie and this iconic high-slit black Versace dress. The internet went crazy when Angie showed off her leg!
Angelinas 2nd Look
Cher, Again
Cher is another second-timer on our list. She turned heads with this dress adorned with black jewels and her striking headpiece.
Chers 2nd Look
Bjork
Björk’s swan dress may be one of the most memorable outfits in the entire history of the Oscars. She wore this infamous dress for the 2001 Academy Awards. Although we recognize her courage, it was a little over-the-top.
Bjork
Julia Roberts
Julia Roberts shined beautifully in this classic dress. We especially love the long train!
Julia Roberts
Jennifer Lopez
J.Lo proved that she was a trendsetter with this Elie Saab bespoke dress. The cut, shape, and color of the dress all worked in her favor!
Jennifer Lopez
Penelope Cruz
Penelope Cruz showed that there is beauty in simplicity with this red carpet ensemble. We loved that she made a statement without going overboard!
Penelope Cruz
Bella Hadid
Is it really any wonder why she’s one of the hottest models right now? If you were unsure before, this sexy red number should convert you into a Bella Hadid fan!
Bella Hadid
Irina Shayk
Irina Shayk’s dress left little to the imagination. Regardless, we think she looked absolutely beautiful!
Irina Shayk
Salma Hayek
Salma Hayek proved that age is just a number during the 2018 Oscars. She looked like a princess in this purple dress by Gucci. She completed the look with a gorgeous diamond chain from Harry Winston.
Salma Hayek
Jennifer Lawrence, Again
Another star who keeps us on our toes every year is Jennifer Lawrence. She went for an unconventional crop top and skirt combo. The outfit paired with sleek hair and smoky eyes looked quite stylish and elegant!
Jennifer Lawrence Again
Charlize, Again
Charlize gave us another look to remember with this striking red dress from Dior.
Charlize Theron
Madonna
Queen Madonna made a statement again with this Marilyn Monroe-inspired ensemble.
Madonna
Whitney Houston
The late Whitney Houston was indeed fashion forward. This was evident when she took a risk with this white suit in 1994. We’re glad she did because every other woman has since followed suit!
Whitney Houston
Mira Sorvino
Mira Sorvino looked like a princess in her gown! Aside from being a winner on the red carpet, she also won the Best Supporting Actress award for her role in The Mighty Aphrodite.
Mira Sorvino
Reese Witherspoon
Reese Witherspoon never disappoints with her red carpet fashion. She looked lovely wearing this vintage dress from Christian Dior. She also won the Best Actress Award for her role in Walk the Line.
Reese Witherspoon
Nicole Kidman
Nicole Kidman makes another memorable appearance with a bold red Balenciaga dress during the 2007 Academy Awards. The bow hanging from her neck was a nice touch.
Nicole Kidmans 2nd Look
Marion Cotillard
Marion Cotillard was stunning in this unique Jean Paul Gaultier number. The French beauty looked like a real-life mermaid in the dress! It may be a little unconventional, but it works.
Marion Cotillard
Zoe Saldana
What Zoe Saldana wore to the 2010 Academy Awards was certainly eye-catching. Some people might think the Givenchy Haute Couture piece was a fashion faux pas, but we still think she looked beautiful.
Zoe Saldanas 2nd Look
Michelle Williams
Michelle Williams was the center of attention in her Louis Vuitton red dress during the 82nd Academy Awards! The matching tulle lipstick was an elegant touch. She was then a Best Actress nominee for her role in My Week with Marilyn.
Michelle Williams 2nd Look
Gwyneth Paltrow
Gwyneth Paltrow made another fashion hit with this chic white Tom Ford gown. She looked like the epitome of regal beauty!
Gwyneth Paltrow
Jennifer Lawrence
This elegant Dior gown stole everyone’s hearts. Jen may have her clumsy moments, but she certainly looks graceful.
Jennifer Lawrence 2013
Jennifer Aniston
No one can deny that Jennifer Aniston made the right choice when she wore this crimson red Haute Couture dress from Valentino. She certainly looked gorgeous during the 2013 Academy Awards.
Jennifer Aniston