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The 12 Most Gorgeous Beauty Looks in Oscars History

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Of all the events that take place during awards season, one of the shows we look forward to the most is the Oscars. Not only are we eager to see our favorite celebs take home big awards, we're just as excited to see what they'll walk the red carpet in. But the gowns aren't all we'll have our eyes on—our favorite actresses also bring their beauty A-game, and from the classic looks to the bold ones, we can't wait to see what this year's Oscars brings us! But until Sunday, we'll have to settle for feasting our eyes on these twelve most stunning looks in Oscars history—below!

1. Audrey Hepburn

Audrey rocked the bold brows long before Cara Delevingne was even born. Coupled with short bangs, this look made Audrey a style icon at the 26th Annual Academy Awards.

2. Grace Kelly

The actress/princess may not have strayed far from her usual, simple look, but as they say, if it ain't broke, don't fix it! We'll always remember her as a vision of elegance and class.

3. Winona Ryder

With her slicked-back hair and dark wine-colored pout, Winona was the poster child for edgy-glam beauty back in the late '90s. 

4. Natalie Portman

The cute hair accessory—which is actually a vintage bracelet sewn into her hair—paired well with Natalie’s low bun. Her sweet, minimalistic look seperated her from the crowd at the 2006 ceremony. 

5. Angelina Jolie

Now this, collegiettes, is how you do timeless beauty! At the 2012 Academy Awards, Angelina kept all eyes on her. Her blown-out curls, black gown and classic red lip shows us how it's done. 

6. Lupita Nyong'o

Every time she steps out on the red carpet, Lupita turns heads. We mean, is there ever a time she isn't on point? From her impeccably groomed brows to the subtle-yet-effective contouring, we love how her natural beauty shines through. Not to mention, we're obsessed with that minty gown, which, by the way, she helped design. #LifeGoals.

7. Penelope Cruz

The Spanish actress opted for a sultry-yet-sophisticated look at the 2009 Academy Awards. She kept it demure with her pretty chignon and soft smoky eye. 

8. Halle Berry 

We love the play of masculine and feminie in this look from 2011! Halle's iconic tousled pixie contrasts so well with her frothy dress. As for her makeup? Gorgeous as usual. 

9. Sandra Bullock

We're pretty sure some jaws dropped back in 2010 when Sandra showed up on the red carpet looking this chic. Those rosy cheeks, major lashes, pink pout and luscious mane add up to a look we want to steal.

10. Viola Davis

Viola had the Internet abuzz when she chose to leave her wig at home and step out with her natural hair at the 2012 ceremony. A powerful beauty moment, this look reminded us to stay true to ourselves. 

11. Anne Hathaway 

Anne was pretty in pink at the 2013 Academy Awards. Her Audrey-esque pixie looked divine, and her feminine lip and sleek liquid liner kept the whole look simple and totally elegant. 

12. Kerry Washington

When does this Scandal actress ever go wrong? At the 2013 ceremony, Kerry lightened up the red carpet with her rosy complexion, nude lip, tousled waves and full lashes. We're just dying to achieve this same glow!

We can't wait to see our favorite leading ladies pull out all the stops on the red carpet this year! Which look do you love most in all of Oscars history?


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