Question: has serena williams played a man?
Answer: Venus and Serena Williams had claimed that they could beat any male player ranked outside the world's top 200, so Braasch, then ranked 203rd, challenged them both. ... He first took on Serena and after leading 5–0, beat her 6–1. Venus then walked on court and again Braasch was victorious, this time winning 6–2.