Battle of the Sexes (Tennis);
https://en.wikipedia.org/wiki/Battle..._Sexes_(tennis)
A series of tennis matches between professional male and female tennis players. Basically, it was 50+ yo men -vs- 30yo women. I like his description from Bobby Riggs -vs- Billie Jean King:
King entered the court in the style of Cleopatra, on a feather-adorned litter carried by four bare-chested muscle men dressed in the style of ancient slaves Riggs followed in a rickshaw drawn by a bevy of scantily clad models. Riggs presented King with a giant Sugar Daddy lollipop, and she responded by giving him a squealing piglet, symbolic of male chauvinism.
There's also a part about the Williams sisters competing against Karsten Braasch after the sisters claimed they could beat any of the top 200 men. After this defeat (Braasch was ranked 203), they amended their number to 350. Braasch claimed they couldn't take on a top 600.