8 Times The Wrong Wrestler Won The Royal Rumble
2. Mr. McMahon (1999)
The 2015 Royal Rumble must be pleased that the 1999 Royal Rumble exists, because without the final Rumble of the millennium 2015 would be the dirt-worst. The 1999 Royal Rumble made the same mistake the 2016 Rumble only just managed to avoid, in that it was a one-story Rumble with that story starting the whole thing off.
Stone Cold Steve Austin and Mr. McMahon got things going, and the same two ended up being the final two combatants. This was after they fought all over the arena, at the expense of the other 28 performers in the match who were completely forgotten. Looking back, it is amazing to see just how much of then-WWF TV time was taken up by the Austin/McMahon saga.
To make matters worse, Mr. McMahon came out on top. Would he go on to main event WrestleMania? Would he heck. That honour still went to Austin, who clearly should have won this Rumble. You can still tell the same one dimensional story, but Austin winning would have made this Rumble a whole lot less sucky.