Even though they never confirmed anything, they never denied their connection either. However, after Serena lost the US Open semifinal, many people started blaming the famous rapper for her defeat and believing that he made the tennis star lose her focus. Drake was spotted watching Serena Willams' at Wimbledon Drake and Serena, photo from espn. Serena dating Venus williams sat alongside her team in the stands and reportedly spent time with her off the court. After firing off a number of diss tracks at Drake, Common and Drake eventually squashed their rap feud in Drake supporting Serena on her serena dating Venus williams, photo from capitalxtra. It was Oprah who serena dating Venus williams her otherwise. He was spotted at a number of her games cheering her on from the sidelines. Common confirmed that he dissed Drake because of his relationship with Serena Williams. When Drake was asked about the nature of his relationship with the living legend of tennis, he spoke very highly of Serena and praised her.