Osaka Beats Williams at the 2018 Miami Open
In their first-ever match, Osaka beat Williams 6-3, 6-2 at the 2018 Miami Open, which was only Williams's second tournament back from maternity leave. We can only imagine how surreal the experience was for Osaka, who was facing off against her idol for the first time. (She captioned a photo from the game "OMG.") At the time, Osaka was still under the radar, a star in the making, while Williams was proving to the world that she could be just as dominant after her pregnancy as she was before. Williams used it as fuel for the next time they went head-to-head. "I was breastfeeding at the time," Williams said before the US Open Final, later that year. "I can only go up from that match."