Karsten Braasch v the Williams Sisters
During the 1998 Australian Open, sisters Serena and Venus Williams boasted that they could beat any man ranked outside the world's top 200. The challenge was accepted by Karsten Braasch, a German player ranked No 203 (his highest ranking was No 38). Before the matches, Braasch played a round of golf in the morning, drank a couple of beers, smoked a few cigarettes, and then played the Williams sisters for a set each, one after the other. He defeated Serena, 6-1, and Venus, 6-2. Serena said afterwards "I didn't know it would be that hard. I hit shots that would have been winners on the women's tour and he got to them easily."