4. Shane McMahon
At the WWE WrestleMania 22 PPV in Chicago, Illinois on April 2, 2006, Mr. McMahon was scheduled to wrestle “The Hearbreak Kid” Shawn Michaels in a No Holds Barred match.
But before the match even started, Shawn should get forced into joining the ‘Kiss My Ass Club’ with the help of Vince’s son Shane.
Unfortunately for Shane McMahon, Shawn overpowered him and shoved his face up Mr. McMahon’s rear end.
Vince McMahon most likely hates to admit it, but his very own son became a legitimate member of the club that night.
