Most Unforgettable Oscar Dresses Of All Time

The All Time Most Unforgettable Oscar Dresses

There is undoubtedly a lot buzz about the Oscars every single year as people all over the world are excited to see it. Our beloved stars must be busy each year, preparing for the said event in advance. And we, the audiences, await the results of this competition-like display of fashionable gowns on the red carpet. As much as we look forward to seeing the beautiful, designer gowns that our favorite stars are outfitted with, we equally want to see the fashion mistakes that some are bound to make in this event.

In this presentation, you will get a glimpse of the dresses as well as their famous wearers. They will make your jaws drop and your eyes widen with amazement. You’ll see stars like Charlize Theron, Cindy Crawford, Daryl Hannah and Kendall Jenner in this collection of pictures. Also expect to see dresses worn by Rita Moreno in 1962, which she wears again this year, 2018. You should also see what Katy Perry’s version of an Oscar dress.

These women have been ridiculed and shown contempt as much as they have been loved and praised. Despite this fact, they have chosen to forge their own path by presenting themselves however they want to and no doubt, they will not be influenced by how they present themselves in the future. These celebrities that we will see are obviously fashion icons and trendsetters. You may have forgotten about some of them, but they will quickly refresh your memory of the very thing that makes them stand out. If you’re ready, let’s dive into Oscar’s deep end of the most amazing and perfect dresses!

Kendall Jenner

This year has been an extraordinary one for Kendall Jenner as she rose to fame in the modeling industry. This puts her in the same pedestal as her best friends, top models, Bella Hadid and Gigi. Her dream of becoming one of Victoria’s Secret angel came true. This is not the only thing that helped her become popular. The reality show that she starred in alongside her family finished with a very high rating at season 14. She leaves very little to the imagination with her dress on the red carpet in 2017.

Kendall Jenner

Rihanna

Rihanna, our favorite bad girl, is best known for the fashion risks she’s taken over the years. We usually love her sense of style, but this time we’re not sure if she could pull this off. She was called an “unflattering Valentine’s bouquet” by some fashion experts in this dress.

Rihanna

Angelina Jolie

Oftentimes, we don’t pair pale colors with a pale complexion as they just don’t go well together, but this time, this rule doesn’t apply! Angelina’s skin tone and sexy figure were totally complemented by the dress. Even though she didn’t look so impressed by it, she totally rocked in this dress!

Angelina Jolie

Katy Perry

She made quite a controversy with this interesting wardrobe choice. She definitely made a huge impact on the red carpet and made us think twice about how a woman should dress in such events, whether we like what she wore or not.

Katy Perry

Andra Day

In 2018, Andra Day absolutely turned heads in her colorful dress. This Grammy-nominated singer caught everyone’s attention on the red carpet with not just her dress but also by lying down on it! Her hairstyle added to the dramatic effect she was going for. Her full-bodied ponytail was beautifully decorated with small pink flowers. We all agree that this girly look is all-original.

Andra Day

Rita Moreno

Rita Moreno wore this classy boatneck gown in black and gold on the red carpet first in 1962 and now in 2018. When she first wore it, she received an award for Best Supporting Actress for her character in the West Side Story. Now at the same event, after fifty years, she chose to astound us with the same look, made even better with black satin opera length gloves. We are in total agreement that this was her best decision ever! She looks fantastic!

Rita Moreno

Nicole Kidman

Nicole Kidman nailed the diva look on the red carpet at the 90th Academy Awards. Her Armi Privé dress in cobalt blue has totally won her a spot on the best-dressed list this year. The said gown is perfectly tailored as can be seen in its altogether unique shape. And the bold red lipstick she chose to complete this look? Absolutely lovely!

Nicole Kidman

Cameron Diaz

Cameron Diaz has always been at the top of the list of the best-dressed celebrities at the Oscar’s. However, this year, she may not make it on the said list. This dress is definitely eye-catching and memorable. But this Kimono-style dress is just not everyone’s favorite.

Cameron Diaz

Kim Kardashian West

Kim Kardashian West has been known for taking fashion risks and her ability to keep up with the trends in the fashion world. Since she got married to Kanye West, there has been maturity and improvement in her general style and looks. This dress only proves that. This chic and sophisticated dress hugs her curves to perfection!

Kim Kardashian West

Sarah Jessica Parker

She is quite known for being adventurous and experimental when it comes to fashion. However, some people think that she may have gone too far with one in 2015. The dress itself and the headgear certainly made a lot of heads turn.

Sarah Jessica Parker

Heidi Klum

Heidi Klum certainly knows her way around the runway and the red carpet. This purple gown is certainly feminine; however, it was said to be inappropriate for the Oscar’s.

Heidi Klum

Celine Dion

Celine Dion took a leap of faith with this rock glam look. But we’re not convinced that the emo makeup or the dress was her best fashion choice yet.

Celine Dion

Daryl Hannah

Daryl Hannah turned heads in her elegant gold dress which was made complete by a pair of elbow length gloves. Her style is absolutely gorgeous, much more so in the 80’s!

Darryl Hannah

Cindy Crawford

This gorgeous, supermodel could wear just about anything and look good in it. She picked a real winner for her first walk down the Academy Award’s carpet. She looked absolutely stunning with her body-hugging Herve Leger dress which showed off her awesome figure.

Cindy Crawford

Gigi Hadid

This supermodel along with her sister is quite famous and has always been a head-turner. We could only wish to share their genes and bone structure! Wherever she goes, Gigi always looks amazing. This look included.

Gigi Hadid1

Demi Moore

Demi Moore usually has a chic style on the red carpet. However, this look really came as a surprise. Well, no matter what we think about this dress, she definitely looks super happy to wear it.

Demi Moore

Cher

Cher is totally adorable! She has proven time and time again that she is a fashion icon. However, even divas can make mistakes in their choice of wardrobe. Cher’s dress was called “unflattering” by some critics. Well, we may not like the dress so much, but we definitely love the wig!

Cher

Lady Gaga

Lady Gaga has always pushed the limits of the fashionable world with her fresh and trend-setting choices. This look definitely falls under that category. It has shown how Lady Gaga’s fashion sense has evolved. This jumpsuit radiates class and classic style.

Lady Gaga

Juliette Binoche

The nineties were quite interesting for its fashion and this one look is hard to forget. Juliette Binoche in her brown velvet dress in the Oscar’s in 1997 was a sight to remember. She might not get an award for the dress, but she did walk away with the Best Supporting Actress Award during at the time.

Juliette Binoche

Kate Winslet

Kate Winslet always looks good on the red carpet or out of it. We definitely think that both the color and the cut of the dress suit her. The dress highlights her naturally beautiful, pale skin. Good choice, Kate! You are the epitome of an elegant English rose!

Kate Winslet

Liz Hurley

Liz Hurley did not just start a controversy with this dress, but also with the man she was with on the red carpet in 1995. It was no other than the famous British actor, Hugh Grant. They, later on, became the ultimate Hollywood couple.

Liz Hurley

Cate Blanchett

This woman seems to always nail the right look during the awards seasons. This Armani Prive gown along with its 3D floral sequence is at par with other looks down old Hollywood glamor lane.

Cate Blanchett

Lupita Nyong’o

She wore this gorgeous custom-made baby blue Prada gown in the 2014 Academy Awards. This dress just works for her. The cut, the neckline, the shape, everything about it complements her. We could not see any flaw in this look and this definitely makes it to our all-time favorite!

Lupita

Amanda Seyfried

Amanda Seyfried really owned this gown by Alexander McQueen. We think her decision to wear the dress with a classic hairstyle was great. It shows a gorgeous and timeless look that is just adorable!

Amanda Seyfried

Amy Adams

We think Amy Adams’ fashion sense is good and this dress from Oscar De La Renta just proves why. The actress from The American Hustle looked very elegant at the Oscar’s in 2013. We’re not sure if she can look better than this. Good job, Amy!

Amy Adams

Zendaya

This dress caused quite a controversy when Zendaya wore it at the Oscars. Some critics even think that it should be on the best-dressed list. Others, however, disagree. What do think? Is it a winner or a huge fashion mistake?

Zendaya

Faith Hill

Faith Hill has stated in her past interviews that she dresses based on how she feels. She must have been very happy on this day because she wore summer colors which are known to happy colors. We still think that she looks joyful and stunning in this dress despite the fact that some people did not like it.

Faith Hill

Kim Basinger

She designed this dress herself and it certainly has a memorable look. She wore this white Cinderella dress at the 62nd Academy Awards where she bagged the Best Supporting Actress Award for her role in L.A. Confidential.

Kim Basinger

Whoopi Golberg

We absolutely love this comedian, and if she aimed at making us smile with this dress and style, she has totally accomplished it!

Whoopi

Miranda Kerr

This Victoria’s Secret model always looks good and she definitely looks sexy in this dress. With this dress, she has put quite a lot of skin on display. We think that there may be more on display than the actual material. She only leaves very little to the imagination and it definitely works.

Miranda Kerr

Gwyneth Paltrow

The Oscar dress list does not exist with the infamous pink dress of Gwen. We adore everything about this style, from the hair and makeup to the dress itself. She looks like a perfect life-size Barbie doll. This look is certainly memorable.

Gwenyth Paltrow1

Kate Hudson

Kate Hudson’s glamorous and classy style is clearly reflected in this look. Her ability to look drop-dead gorgeous on the red carpet is perfect and we look forward to seeing her every single year.

Kate Hudson

Charlize Theron

Some critics did not like this South African’s skin and hair, we think that they are a perfect match for the dress. This, we think, is one of her best moments on the red carpet. Don’t you agree?

Charlize Theron

Michelle Williams

Michelle Williams is gorgeous and this dress is one of her best choices ever. She rocks the look with red lips and yellow dress against her perfect fair skin. This is what we call a red carpet perfection.

Michelle Williams

Emily Ratajkowski

She looks absolutely gorgeous in this dress. She looks super fine in the black dress which fits her figure perfectly and flatters her sexy body.

Emily Ratajkowski

Celine, Again

Celine Dion wore a tuxedo backward in 1999. There were opposing views on this one, but we think stars who take fashion risks are absolutely awesome!

Celine Dion’s 2nd Look

Octavia Spencer

Octavia rocked this dress on the red carpet. This was also the same night that she bagged the Best Supporting Actress Award.

Octavia Spencer

Farah Fawcett

Farah Fawcett definitely set a trend with this stunning, golden gown by Stephen Burrows in 1978. This dress is just so unforgettable. In fact, after she wore it, thousands of girls tried to imitate the dress.

Farah Fawcett

Marion Cottilard

Marion stood out in this awesome, mermaid-style dress by Jean Paul Gaultier.

Marion Cottilard

Zoe Saldana

Zoe Saldana wore a dress from Givenchy Haute Couture which had a crystal-covered bodice and a tulle ruffled skirt on the red carpet in 2010. She definitely turned heads that night. Simply gorgeous!

Zoe Saldana

Meryl Streep

Meryl Steep stood out in this gold Larvin dress. It totally rocks and she looks amazing!

Meryl Streep

Halle Berry

This sheer dress certainly created a stir as Halle Berry looked fantastic in it. The dress did not only showcase her beautiful figure, but its maroon color also complimented her skin. For us, this dress is a sure winner!

Halle Berry

Hilary Swank

Swank won more than just the award when she walked down the red carpet in 2000. She received the Oscar for her performance in Million Dollar Baby and this classy blue dress of hers made her shine during the event.

Hilary Swank

Angelina Jolie

This Atelier Versace dress that Angelina wore on the red carpet in 2012 caught everyone’s attention as it showed off one beautiful leg. She looked absolutely amazing in it!

Angelinas 2nd Look

Cher, Again

This iconic dress definitely stole the show. Cher certainly stood out on the red carpet with this black bejeweled dress and wild headpiece.

Chers 2nd Look

Bjork

This swan dress is certainly memorable. We applaud Bjork’s guts to flaunt this at the Oscars, but it may not be the best look for her.

Bjork

Julia Roberts

Julia Roberts looked amazing in this elegant dress. Plus, the train in the back is a sure winner!

Julia Roberts

Jennifer Lopez

Jennifer stunned everyone with her Oscar look in 2015. Each detail was just perfect: the coloring, the neckline, the shape, everything was absolutely divine!

Jennifer Lopez

Penelope Cruz

Penelope looks so gorgeous! We especially love the simplicity of her hairstyle and jewelry.

Penelope Cruz

Bella Hadid

It is no wonder that this gorgeous woman is a top model. She looks fantastic and sexy in this red dress.

Bella Hadid

Irina Shayk

Irina’s revealing dress certainly started some tongues wagging. But whatever! We think she looks beautiful in it!

Irina Shayk

Salma Hayek

Salma Hayek wore this purple Gucci dress with a Harry Winston diamond chain last Oscars. Wow! Is she really 51 years old? ‘Coz she doesn’t look it!

Salma Hayek

Jennifer Lawrence, Again

Jennifer Lawrence looked fantastic in this simple yet classy cropped top and skirt. We totally dig the smoky eyes she got going and the sleek hairdo. So put together!

Jennifer Lawrence Again

Charlize, Again

Charlize definitely knows how to rock in colored dresses. We think she looks stunning in this red Dior dress.

Charlize Theron

Madonna

Madonna, the queen of pop, looked like Marilyn Monroe in this gorgeous outfit. She looks amazing!

Madonna

Whitney Houston

When Whitney Houston wore this modern white suit on the red carpet back in 1994, she definitely took some risk. But we think it looks good on her and the look she had that night just works!

Whitney Houston

Mira Sorvino

Mira Sorvino did not just win the award at the event, but she also rocked the red carpet! Her princess-like look just works. How amazing is it that she also bagged the award for her performance in The Mighty Aphrodite?

Mira Sorvino

Reese Witherspoon

Reese looks very elegant in this vintage Christian Dior dress. She also won the best actress award for her role in Walk the line that night.

Reese Witherspoon

Nicole Kidman

In 2007, Nicole Kidman wore this Balenciaga gown on the red carpet. We just love how the bow draped from her neck and how the dress itself just complemented her color and figure to perfection. Well done, Nicole!

Nicole Kidmans 2nd Look

Marion Cotillard

Marion Cotillard was definitely a head-turner at the Oscars when she wore this dress in 2008. It was a Jean Paul Gaultier dress which looked like it was made of real fish scales. We think it’s quite unique and it looked amazing on her!

Marion Cotillard

Zoe Saldana

Zoe Saldana looked, well, interesting, in her outfit at the Oscars in 2010. She wore this Givenchy Couture dress with its bodice-full of crystals and its big tulle train. This may not have been her best dress, but her hair, makeup, and accessories sure made up for it!

Zoe Saldana’s 2nd Look

Michelle Williams

Michelle Williams received a nomination for Best Actress for her performance in My Week with Marilyn in 2010. She wowed us on the red carpet with this Louis Vuitton gown and her matching lipstick made the look complete.