Serena Williams, winner of the 1999 US Open

1999 US Open: Serena Williams first Grand Slam title

From The Bud Collins History of tennis:

The words of Richard Williams that kid sister is the more talented of the two began to ring true.

Seventh-seed Serena, 17, became the first Williams to win a major singles title, and the first black since Althea Gibson at Forest Hills in 1958 to take a major female championship. Her run to the title was not a cake walk.
In the third round, she was on the brink of defeat against 16-year-old Belgian Kim Clijsters, a future Open champion, with Clijsters leading 5-3 in the final set before Serena won 16 of last 17 points to close, 4-6 6-2 7-5.
In the round of 16, Serena rallied from a set down to top Conchita Martinez, 4-6 6-2 6-2. Facing Monica Seles in the quarters, Serena dropped the first set again before recording a 4-6 6-3 6-2 victory. Next on her agenda was defending champion Davenport. Serena took that one 6-4 1-6 6-4.

Serena had played 16 sets, but she was ready for the final against top-seeded Hingis, winner of a bruising battle over big sister Venus 6-1 4-6 6-3 the day before that shut off a prospective all-Williams final.
Hingis took too much out of herself in that strenuous showdown, and Serena was just hitting her stride. Williams led 3-6 3-5 15-40, double match point against an overwhelmed Hingis, but Martina refused to walk away. She took three games in a row and was two points from parity at one set all. Hingis led 6-5 30-0 but Serena rekindled her energy and enthusiasm and came away with a 6-3 7-6(4) victory in her first major final.

As Serena finished off Hingis, big sister Venus watched from the stands, wearing a bittersweet expression. She had been expected to win a big championship before Serena, but the following afternoon the two sisters joined forces to capture the doubles title over Chanda Rubin and Sandrine Testud 4-6 6-1 6-4.

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