Great Beauty: Rihanna's Makeup Evolution

Besides stumbling upon a sale at Sephora and finding a truly clumpless mascara, there's nothing more delicious to a beauty junkie than a celeb makeover. And of all the stars in celebdom, we'd venture to say that Rihanna has undergone the most dramatic beauty evolution. In the six years since she first winded on the scene with "Pon de Replay," she went from a fresh-faced sweetie pie to a raven-haired, smokey-eyed seductress...and these days, she's settled on being a crimson-lipped, retro redhead. And we've loved every second! In honor of Black Music Month, let's take a look back at the songstress' most memorable makeup looks since 2005.

ESSENCE.COM Jun, 14, 2011

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On a visit to TRL, a fresh-faced Rihanna added a pop of color to her look with bright teal eyeshadow.

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At the MTV Video Music Awards, she brightened her eyes with a subtle smudge of bronze eyeliner in the inner corners and individual false lashes.

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Rihanna sported a wash of sheer, baby blue eyeshadow and nude lips at her first MTV Video Music Awards.

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At the Clive Davis’ Pre-Grammy party, RiRi looked radiant in neutral shades and a seriously glossy pinky-nude lip.

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On a visit to TRL, Rihanna accented her heart-shaped mouth with a vivid pink gloss.

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Rihanna went full-on vampy at the 2006 Billboard Awards, rocking waist-length extensions and fire engine red lips.

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Rihanna rocked TRL in subtle turquoise liner, fucshia lips and crimson highlights.

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At the 2007 MTV Movie Awards, Rihanna rocked a brand new look: black flapper bob, blue-tipped faux lashes and a pale violet lip. Fierce!

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Rihanna attended a star-studded dinner party rocking neutral, tawny-toned makeup — with expertly filled-in brows and spiky lashes for definition.

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To light the Empire State Building in celebration of Cartier’s “Love Day,” RiRi wore silver smokey eyes and a golden lip.

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At the Nickelodeon Kids’ Choice Awards, Rihanna rocked one of her sexiest looks yet: cobalt blue eyeliner and bright pink lipstick. So stunning with her jet-black tresses!

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At a pre-Grammy party, Rihanna sported a clean, fresh look: copper-kissed lids and cheeks, and a natural pink lip.

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Rihanna arrives for the 2009 American Music Awards in full punk princess mode, with a two-toned crop, swooping maroon eyeliner and pale lips.

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At the launch of VEVO, Rihanna rocked a full blonde bang and a pop of bold berry lipstick.

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At an autograph signing in Berlin, Rihanna worked a severe look: two-toned bangs, kohl-rimmed eyes and nude lips.

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Rihanna was in full ice princess mode at the 52nd Annual Grammy Awards, rocking frosty white eyeshadow, mile-long lashes and a glossy, kissable mouth.

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At Paris Fashion Week, Rihanna wore bright red lips to match her fiery new haircolor.

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Rihanna wore soft pink eyeshadow and a luscious, wine-stained mouth at the Grammy Awards.

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At the 2011 Billboard Music Awards, RiRi wore a layered bob and muted pastel makeup.

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At an appearance on the ‘Today Show,’ she wore retro rolled hair, pale lilac shadow and orangey-red lipstick that picked up the undertones of her tresses.

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Rihanna stepped out in a creamy, crimson red lip and dark, kohl-rimmed eyes on the set of her video shoot in Northern Island.

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Rihanna stepped on stage during her “Loud” tour wearing a dramatic, bright blue smoky eye and a creamy, rose lip.

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At the launch of her new scent ’Reb’l Fleur’ at House of Fraser in London, Rihanna blushed at the cameras in a bright, rosy cheek and matching eyeshadow. A soft, pink lip completes the look perfectly.

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Even on a casual day, Rihanna spices up her look with a chic, red lip as seen here at the Los Angeles Clippers vs. the Memphis Grizzlies game.


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