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2002: ESPY Awards
Photo by Stewart Cook/REX/Shutterstock
In 2002, a blonde Serena Williams attended the ESPY Awards in a vibrant, floral-patterned halter dress styled with a diamond choker and matching clutch.
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2003: ESPY Awards
Photo by Amy Graves/WireImage for ESPN
A year later, the tennis star opted for another bright colour, wearing a plunging pink gown with a thigh-high middle slit for the ESPY Awards.
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2005: ‘Get Rich Or Die Tryin’’ Premiere
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While attending the “Get Rich or Die Tryin’” Los Angeles premiere, Williams showed off her cleavage in a satin, ruffle embellished minidress styled with matching heels.
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2009: ESPY Awards
Photo by Matt Baron/BEI/REX/Shutterstock
At the ESPY Awards in 2009, Williams slipped into a teal Roberto Cavalli gown styled with a shorter, curly hairdo.
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2010: ‘Date Night’ Premiere
Photo by George Napolitano/FilmMagic
Rocking another new hairdo, the brunette beauty attended the “Date Night” premiere in a formfitting navy minidress paired with a matching blazer.
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2010: Fashion’s Night Out
Photo: Getty
Serena Williams stunned in a cream-coloured dress featuring drape detailing while stepping out at Vogue’s Fashion Night Out event in New York City.
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2010: Elton John AIDS Foundation Academy Awards Viewing Party
Photo by Amy Graves/Penske Media/REX/Shutterstock
At the 18th Annual Elton John AIDS Foundation Academy Awards Viewing Party, Williams donned a plunging metallic gown styled with a chunky necklace.
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2011: ESPY Awards
Photo by Matt Baron/BEI/REX/Shutterstock
Serena Williams stole the show in a Rachel Roy plunging jacket minidress at the 2011 ESPY Awards. She paired the hot pink number with a gold necklace and Christian Louboutin sky high pumps.
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2011: Vanity Fair Oscar Party
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Coral queen! Serena Williams dons a coral-coloured mermaid gown for the Vanity Fair Oscar Party in 2011. She styled the colourful look with gold accessories and straight, sleek hair.
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2011: Met Gala
Photo by Stephen Lovekin/Getty Images
Williams attended the “Alexander McQueen: Savage Beauty” Met Gala in a bridalesque Oscar de la Renta feathered gown. She paired the mesmerizing look with diamond accessories and a blush pink fascinator.
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2012: Vanity Fair Oscar Party
Photo by Matt Baron/BEI/REX/Shutterstock
Williams proved she can rock any colour in this vibrant, yellow Christiane King gown that fit her like a glove. She styled the mermaid dress with an elegant updo and gold and emerald green statement earrings.
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2013: ‘Late Show With David Letterman’
Photo: Getty
For an appearance on the “Late Show with David Letterman”, Serena Williams slipped into a sexy Narciso Rodriguez leather dress that perfectly framed her athletic physique.
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2014: Vanity Fair Oscar Party
Photo by Matt Baron/BEI/REX/Shutterstock
The tennis star showed her feminine side in a gorgeous Michael Costello cut-out gown for the 2014 Vanity Fair Oscar Party. She styled the floral patterned gown with loose waves and delicate jewels to complete the look.
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2014: CFDA/Vogue Fashion Awards
Photo by Gregory Pace/BEI/REX/Shutterstock
For the CFDA/Vogue Fashion Fund Awards, Williams stunned in a Zac Posen navy blue gown that fit her like a glove. She styled the elegant look with a slicked back hairdo and minimal accessories, letting the V-neck number take centre stage.
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2015: Wimbledon Champions Dinner
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Looking like a true champion, Williams showed off her amazing body in a floor-length, peach-coloured gown featuring a flowing train at the Wimbledon Champions Dinner.
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2015: Vanity Fair Oscar Party
Photo by Rob Latour/REX/Shutterstock
Red hot Serena Williams looked glamorous in a silk Ines Di Santo gown featuring a thigh-high slit for the Vanity Fair Oscar Party in 2015.
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2015: Glamour Women Of The Year Awards
Photo: Getty
Williams looked stunning in a sheer, tea-length Gucci frock for the Glamour Women of the Year Awards in New York City.
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2016: Vanity Fair Oscar Party
Photo by Alberto E. Rodriguez/WireImage
The tennis legend debuted her new short hairdo at the 2016 Vanity Fair Oscar Party in a custom Galia Lahav cut-out lace gown.
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2017: Met Gala
Photo: Getty
Williams had her first red carpet maternity moment at the 2017 Met Gala in a custom Atelier Versace gown that showed off her figure in all the right places.
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2018: Prince Harry And Meghan Markle’s Royal Wedding
Photo: Getty
For the royal event of the year, Serena Williams did not disappoint in a simple, yet sophisticated Atelier Versace dress. She completed the blush pink look with a whimsical fascinator and a braided ponytail.