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Maria Sharapova
In addition to being one of the top-ranked tennis players in the biz, Maria designs for both Nike and Cole Haan—her ballet slippers for the latter are now a company best-seller. Most recently, she launched her own candy brand, aptly called Sugarpova.
Roger Federer
"FedEx," as he's known, took top honors at this year's Wimbledon also happens to be the world's No. 1 tennis player. But that's not all: the Swiss superstar has covered numerous magazines, loves his Rolexes and knows his way around a fine suit. His adorable twin daughters, by the way, appear to be rising style stars in their own right.
Serena Williams
One of the sport's top five players, Serena loves pushing the fashion envelope—back in the early '00s, she wore a Lycra catsuit during the U.S. Open to great fanfare. Since then, she's launched both her own clothing collection, Aneres ("Serena" spelled backwards) and collaborated with HSN. A fan of experimental manicures, the 30-year-old even became a certified nail technician in 2010.
Venus Williams
Serena's big sis launched her own fashion line, EleVen, in 2007. The cute tennis dress she's wearing in the above photo is of her own design—and we're big fans of those matching pink-dipped braids, too.
Rafael Nadal
The world's No. 3-ranked tennis pro was once notorious for his on-court "pirate" garb. Now, in addition to having snagged Nike as a sponsor, "Rafa" fronts campaigns for the likes of Lanvin, Emporio Armani Underwear and Armani Jeans. And as you can see here, he's a stellar color-blocker.
Caroline Wozniacki
This stunning Danish star has endorsed Stella McCartney's Adidas collection, and first wore a dress from the line at the U.S. Open three years ago. Like Federer, she's also worked with Rolex.
Novak Djokovic
The world's No. 2-ranked player won his first U.S. Open just last year. This past May, Uniqlo tapped the Serbian star to become its global brand ambassador, a role that saw him designing his own tennis line for the company.
Anna Kournikova
Though retired from the sport, Enrique Iglesias' former flame has fronted campaigns for Adidas, Omega watches, K-Swiss and more, thanks in part to her stunning good looks.
Bjorn Borg
With his signature headband and preppy attire, this Swede's the original Richie Tenenbaum. What more can we say?
Ana Ivanovic
This statuesque brunette is the face of Adidas, and is also sponsored by Rolex. Her cute color-blocked tennis dresses never fail to wow us, and her signature on-court braid arguably makes her the Katniss Everdeen of the tennis world.