5: Mick Foley
Mrs.Foley's baby boy joined the Kiss My Ass club on the August 21, 2006 episode of Monday Night Raw, live from Bridgeport, Connecticut.
On this particular night, Foley was trying to prevent Melina from being terminated. So, in order to keep her job, Mick Foley was given the opportunity to be a hero and save a damsel in distress. All he had to do, was pucker up and plant one on wrestling's wealthiest bottom. This would actually make Foley the first, since William Regal, to join the Club willingly.
Being the good, loyal friend he was, Mick took this one for the team and dropped to his knees and planted his lips firmly on McMahon’s cheek. Foley delivered a surprisingly long smooch to the chairman's bottom, all out of loyalty to who he thought was his friend. Unfortunately for Mick, Melina turned on him, betraying their friendship and in the end, Mick Foley ended up losing his job.