#2 Test
November 29th, 1999, should've been the happiest day of Andrew 'Test' Martin's life.
After winning the heart of young Stephanie McMahon, the pair were set to get married, with the Canadian being offered a match against anyone that night by his father-in-law to be, Vince McMahon.
A female WWE star said her life is in danger. Details HERE
Choosing the Game, Test was able to have a huge upset, pinning the King of Kings at the start of RAW.
This clearly didn't sit well with Triple H, who crashed the wedding, an act of defiance that should've seen him fired per McMahon's edict that only family should be present.
However, the Game quickly revealed in one of RAW's most shocking moments, that he had already married Stephanie at a Las Vegas chapel, and would later marry the billion dollar princess in real life in 2003.