(Photo: Clive Brunskill/Getty Images)Skipping forward to 2014, Ms. Wintour kicked off the U.S. Open by looking pensive in a vibrant red short-sleeved dress.Anna Wintour on Day 1 of the 2014 U.S. Open. What she thought. The sunglasses are back.Anna Wintour on Day 13 of the 2014 U.S. Open. (Photo Credit: Taylor Jewell for Vogue Magazine) Roger Federer's connection to New York City is unmistakable, both on and off the court.

Anna Wintour is the editor-in-chief of Vogue. (Photo: Clive Brunskill/Getty Images)Anna Wintour at the 2010 U.S. Open Opening Night Ceremony.

In contrast to their grey-and-black get-ups, Ms. Wintour sported a red cardigan over white dress with a red aquatic-inspired print. Anna Wintour and Shelby Bryan on Day 14 of the U.S. Open. Wintour wore another black and white dress the next day, this time paired with a bubblegum pink cardigan.Attending the Opening Ceremonies for the 2010 U.S. Open, Ms. Wintour paired a sleeveless pleated dress with open-toed white heels.Anna Wintour on Day 15 of the 2009 U.S. Open.

We don't have to provide much context here as to why we listen to Wintour's style advice; her experience speaks for itself.

There are landscaped gardens filled with long grasses and lavender, and a tennis court. But the fashion icon is also a massive tennis fan. (Photo: Jason Kempin/Getty Images)Below are steps you can take in order to whitelist Observer.com on your browser:Here is Ms. Wintour at the USTA Serves’ OPENing Gala at the 2008 U.S. Open, in a belted turquoise dress. Wintour stuck to the same color scheme on Day 13 of the tournament, this time coupling a bright red cardigan with a black and white dress.Attending another match at the 2009 U.S. Open, Ms. Wintour traded in the whimsical look for this nubby tweed dress with cap sleeves.Ms. (Photo: Matthew Stockman/Getty Images)Anna Wintour on Day 13 of Wimbledon 2015. (Photo: Andrew H. Walker/Getty Images)Anna Wintour at the 2005 U.S. Open. Sport – Tennis; Tennis Player – Roger Federer; Play – Skylight by David Hare She gets up at 5 in the morning every day and by 5:45, she reaches Midtown Tennis Club in New York. That’s the part, because we say internally the greatest impact of Roger Federer is yet to come and that’s what we’re going to work so hard on together.”Before the deal was finalized, however, Federer sought the approval of his good friend Anna Wintour. Anna Wintour may be best know as Vogue America’s editor in chief. (Photo: Matthew Stockman/Getty Images)Ms. Wintour made a rare sunglass-less appearance at the quarterfinals of the 2005 U.S. Open.

(Photo: Matthew Stockman/Getty Images)Anna Wintour on Day 11 of Wimbledon 2015.

Anna Wintour wears mules in summer, boots in winter, a printed dress, large, angular sunglasses and her very famous stone necklaces.
So, I think that was something also, a little bit of a catalyst right there.”“I think I stand for style on the court,” said Federer. (Photo: Matthew Stockman/Getty Images)Later on, attending a match on day 10 of the tournament, she wore a black-and-white jacket with epaulets and a chunky metal necklace.Ms.

Indeed, in photos of Federer modeling Uniqlo’s latest tennis gear that were hung along one wall of the Park Hyatt Hotel suite where the press conference took place, Nike’s distinctive swoosh could be seen on his shoes. On Day 13 of the London tennis tournament, she wore a fun floral print dress that was not exactly echoed in her expression.Anna Wintour at the 8th Annual USTA Serves’ OPENing Gala during the 2008 U.S. Open. On what looks to have been a somewhat chilly day, she wore a mint green cardigan, buttoned at the neck.Anna Wintour at the 2009 U.S. Open with actors Stuart Townsend and Charlize Theron. Anna Wintour relies on her love for tennis to keep herself fit and trim. Roger Federer (Uniqlo), Anna Wintour (Patrick McMullan) Roger Federer is in New York for the US Open and took the opportunity to sit down with reporters at the Park Hyatt Hotel in midtown Manhattan on Wednesday to discuss his recent partnership with Uniqlo and his future in tennis. (Photo: Al Bello/Getty Images)Anna Wintour on Day 13 of the 2012 U.S. Open. Wintour supplied a refreshing pop of color next to her monochromatically-dressed companions at the 2009 U.S. Open, actors Stuart Townsend and Charlize Theron. All Right Reserved.GET OUR HAUTEST STORIES DELIVERED TO YOUR INBOX!According to Federer, it was he who reached out to Uniqlo about the possibility of a partnership earlier this year, as his endorsement deal with Nike, initiated in 1994, approached its end.