With her older sister, Venus, jumping out of her guest box seat at Centre Court to celebrate the best of points, Serena Williams was oh-so-close to pulling out a topsy-turvy match that lasted 3 hours, 10 minutes and was contested with the retractable roof shut for the last two sets.
This is one indication of how things were at the get-go: Of the 24-year-old Tan's first 11 points, only one came via a winner she produced. Others came via errors by Williams, either forced or unforced.
While Williams — who wore two pieces of black tape on her right cheek; the reason was not immediately clear — recovered from dropping the opening two games to lead 4-2, she reversed course again and allowed Tan to quickly climb back into that set.
When Tan pulled even at 4-all by striking a down-the-line backhand winner, she celebrated with a yell; that shot was so good that even Williams felt compelled to applaud.
Tan came into the day with a 2-6 career record at all Grand Slam tournaments. Clearly enjoying herself — and the setting, the moment, the way it all was going — she broke to lead 6-5 with the help of a cross-court forehand winner, looked at her guest box, raised a fist and waved her arms to ask for more noise from a crowd that was loudly backing Williams.
Soon enough, a forehand passing winner gave Tan that set. At that point, it seemed reasonable to ask: Could Tan pull off by far the biggest victory of her career? Might Williams exit a major in the first round for only the third time in 80 appearances (the previous two were a loss at the 2012 French Open and that mid-match retirement at Wimbledon last year)?
In the end, the latter is what happened.
Williams was two points from advancing while serving for the match at 5-4 in the third set but couldn't get closer.
Tan was a point from victory at 6-5, but Williams erased that with a forehand winner — beginning a seven-point run that not only sent the match to a tiebreaker but put her ahead 4-0 in it.
Yet Tan would not go gently. She grabbed five points in a row for a 5-4 lead in the new final-set tiebreaker format adopted this year by all four tennis majors: first to 10 points, win by two.
At crunch time, when Williams has excelled so often on so many big stages, she faltered. Tan came through.
"I'm so emotional," Tan said.
"I don't know what to say because she's a superstar. When I was young watching her many times on the TV. For my first Wimbledon, it's..wow," she said after the win.