Winning a point is a very low bar. You don't have to beat her. You don't have to win a set or a game. You just have to score a single point. All it takes is a single mistake from your opponent to win a point. With enough time even the best will make a mistake, and tennis matches are long.
The shortest possible game is 4 points. A set without a tie breaker has 6 games. A women's tournament match is best 2 sets of 3. So at minimum a match of tennis has 48 points. You only need one.
If you're passible enough to return the ball some of the time, and do a valid serve you will probably win a point at some point. She may be one of the best tennis players of all time, but she's not infallible. Its really unlikely she wouldn't mess up at least once.
Whenever a headline is written to imply something without saying it, don't trust it.
The words in the headline are not false, but they chose to cover this story nationally because they can write a headline that strongly implies that there was an attempt on the president's life because they know that will entice a click.
If there was evidence of the exciting implication that would be the headline.
A depressed person attempting suicide by cop isn't something relevant to a national audience, but people will click because of the headline.
If a woman gets her breasts out she's probably comf with you touching her. You can ask if you're unsure, after all, consent is sexy.
Many women enjoy having their breasts touched by people they like. Don't assume that your own uncomf is experenced be everyone else!