Serena Williams, our beloved tennis star, many times Wimbledon champion, showed us a feminine side in the Vanity Fair photo shoot.
But that is not even what is blowing my mind right now, it is their romantic proposal story.
Alexis decided he would surprise Serena by proposing to her on December 10 in virtually the same spot he had first met her: the Cavalieri (a hotel in Rome). It was an intricate and tactical plan, several months in the making. Serena was scheduled to play in an exhibition in India, so Jill Smoller talked her into making a stopover on the way back and spending the night at the Cavalieri. Then the exhibition was canceled. There was no reason for Serena to go to Italy. Plus, she was beginning training for the Australian Open, and when Serena gets close to a grand-slam event, practice becomes a personal Hacksaw Ridge—fury, broken rackets, sometimes tears. Now going to Rome?
Alexis scrambled to enlist the help of others. Serena’s executive assistant, Dakota Baynham, secretly packed her bags. Tommy Hilfiger did a major solid by scheduling a meeting at her house in Palm Beach Gardens, Florida, to discuss some fashion-related items so she would be there to get picked up for the airport. Jill came to the house and told her that she had to go to Italy because Alexis wanted her there under the guise of a spontaneous trip, much like the one they had taken to Disney World a few weeks earlier.
Serena wasn’t happy. Actually, she was livid. But after she got on the plane, she realized that he was flying her out for only one reason. “I knew it was coming. I was like, ‘Serena, you’re 35, you’re ready. This is what you
Alexis picked the same room they had shared a year earlier, the hotel at his instruction filled it with flowers. He took her downstairs to the same table by the pool area where they had first met. No one else was there, since the hotel, also at his instruction, had cleared everyone else out. He retold the story of how he had met her for the first time at this exact spot two years earlier. On the table was a little plastic rat.
Alexis got on one knee and proposed.
Photo: Photograph by Annie Leibovitz for Vanity Fair