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#2 Stephanie McMahon
When Stephanie McMahon saw her husband retain the WWF Championship against Taka Michinoku in April 2000, it must have given her ideas.
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Because just two years later, the Billion Dollar Princess would find herself in a World Championship match against her husband, and former champion Chris Jericho.
Check out which wrestler EC3 finds cute RIGHT HERE
Competing on the first RAW of the WWE Brand Extension, Stephanie hoped to be the first woman ever to hold the gold.
Unfortunately for her, this was not the case, as not only did she lose the match, but she was pinned by the Game, in a very embarrassing loss.
Even after the match, things didn't get better, as she would be forced to leave the WWE for months, before returning as the new GM of SmackDown, with a newfound humility and her World Championship dreams buried.
