#2 Molly Holly beat The Hurricane
Remember this one? This came during the height of the 24X7 rule for the WWE Hardcore Championship. The Hurricane was backstage giving an interview with his 'sidekick' Molly Holly next to him at WrestleMania 18.
Molly Holly suddenly attacked The Hurricane and pinned him to win the Hardcore Championship. As she ran away with her title, she ran into a door and was pinned by Christian.
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#1 Chyna beat multiple male Superstars
As far as intergender wrestling in WWE goes, no one took it as far as Chyna. She was the first female WWE Intercontinental Champion and the first woman to enter a men's Royal Rumble match, even getting an elimination in the process.
Chyna broke barriers in her day and helped usher interest into women's wrestling at a time when WWE barely featured it. Her Good Housekeeping Match against Jeff Jarrett is still infamous.