Stephanie McMahon’s 10 Most Memorable WWE Matches

7. Stephanie And Test vs. Jeff Jarrett And Debra - Raw (September 20, 1999)

https://www.youtube.com/watch?v=YX9Q2ELEEE0 Stephanie has been such a prominent character on WWE programming for so long, and during that time has portrayed such a bitchy character that it is easy to forget that, at one point in her career, she was an adorable and innocent young woman that fans actually felt great sympathy for. That was the case as she teamed with fiancee Test to face Intercontinental champion Jeff Jarrett and his manager, Debra. Stephanie's involvement was incredibly limited. Having never stepped foot inside the squared circle for a match, Stephanie was unlikely to be involved to any great degree. Test and Jarrett understandably carried the action but it was Stephanie enjoyed the glory. With Jarrett lying unconscious, she tagged into the match and covered the veteran competitor, recording the first win of her career. It was a joyous moment for the beautiful young woman, who celebrated the victory with her soon-to-be husband. Or so she thought.
Contributor
Contributor

Erik Beaston is a freelance pro wrestling writer who likes long walks in the park, dandelions and has not quite figured out that this introduction is not for Match.com. He resides in Parts Unknown, where he hosts weekly cookouts with Kane, The Ultimate Warrior, Papa Shango and The Boogeyman. Be jealous.