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The Oscars’ All-Time Most Memorable Beauty Moments

• The Classic Red Lip

  When Michelle Williams showed up to the 2006 Oscars with a side-swept chignon and classic red lip, it was pure beauty perfection. 8 Weird Ways Celebs Get Red Carpet Ready

  Photo: © Getty Images
• The Fun Hair Accessory

  Drew Barrymore has gone through many style transformations during her long and successful career, but this 1998 look — complete with blonde curls, playful daisy hair accessories and a dark berry lip — is one we’ll always remember. Try on Drew Barrymore’s looks in the Makeover Studio!

  Photo: © Getty Images
• The Pastel Eye Shadow

  The days of matching our eye shadow to our clothes may be long gone, but Liz Taylor’s 1970′s makeup look at the Oscars continues to look classic, not corny. Get The Look: Jason Wu’s Blue Violet Cat Eye

  Photo: © Getty Images
• The “Snow White” Hair and Makeup

  For one beauty trend that never goes out of style, look no further than these photos of Winona Ryder in 1997 and Rooney Mara in 2012. The combination of jet-black hair, creamy pale skin and bright red lips is always a winner. Instant Makeover: A Matte Lipstick That Keeps Lips Soft

  Photo: © Getty Images
• The Bob

  Does Anjelica Huston’s 1986 hairstyle look familiar? Rose Byrne showed off a shockingly similar ‘do during last year’s awards season. The great trends always find a way to make a return. No More Flat Hair! How To Bulk Up Fine Strands

  Photo: © Getty Images
• The Nude Glossy Lip

  Finding the perfect nude lipstick is never an easy feat, but Halle Berry’s makeup at the 2002 Oscars was flawless. And as the only woman of color to ever win an Oscar for Best Actress in a Leading Role, she broadened the horizon of what we see as beautiful. How To Look Airbrushed In Real Life

  Photo: © Getty Images
• The Glamorous Updo

  Many women have worn their hair up at the Oscars, but Julia Roberts’ hairstyle was a true work of art. Serge Normant was the man behind this masterpiece that continues to stand out among the red carpet’s best-ever beauty moments. Hairstyles That Make Hair Look Fuller

  Photo: © Getty Images
• The Bright Pink Cheek

  While many people tend to keep the rest of their face bare when wearing a red lip, Nicole Kidman wore a deep pink flush on her cheeks at the 1997 awards, reminding us some beauty rules are meant to be broken. Try on Nicole Kidman’s looks in the Makeover Studio!

  Photo: © Getty Images
• The Statement Brow

  In 1954, Audrey Hepburn showed us the true meaning of a statement brow. Her strong, yet glamorous, look at the Oscars is a true beauty moment. 4 New Ways To Wear A Cat Eye

  Photo: © Getty Images
• The Mega Pony

  Reese Witherspoon has always been pretty consistent with her look on the red carpet, but at the 2011 Academy Awards she donned a voluminous, retro ponytail. Sometimes, bigger is better. The Ultimate Guide To Shiny Hair

  Photo: © Getty Images
• The Chignon

  Today, many actresses show up to the Oscars with their hair down in big waves. While it’s beautiful, there’s just something about Grace Kelly’s chignon that looks elegant and chic. How To Give Your Hair Sexy, Piece-y Texture

  Photo: © Getty Images
• The Classic 90s Look

  Gwyneth Paltrow perfectly embodied the minimalist trend when she walked the red carpet at the 1996 Oscars with stick straight hair and wine colored lipstick. 4 MacGyver Tricks For Lipstick

  Photo: © Getty Images
• The Mod Eye

  Natalie Wood knew how to work a trend at the Oscars in 1968. Her exaggerated lower lashes and winged eyeliner made her really stand out. Modern Day Hollywood Icons

  Photo: © Getty Images

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