6 Top WWE Superstars Vince McMahon has beaten in a match

#3 Triple H

Triple H is the one Superstar whom Vince McMahon has beaten the most number of times in singles or handicap matches, four times to be exact. The first instance of this was during the match for the then WWF Championship on the 16 September 1999 episode of SmackDown. Stone Cold Steve Austin would interfere to help Mr. McMahon reign supreme and become the WWF Champion.

The next time HHH and Vince McMahon feuded was right after the latter's altercations with Shawn Michaels as mentioned in the previous slide. The Game was ordered by the McMahons to beat up HBK but he refused and that eventually led to the reunion of D-Generation X.

Vince McMahon would have a No Holds Barred match against Triple H who was attacked backstage by Lance Cade & Trevor Murdoch and Shane McMahon backstage. The Game bled as he walked to the ring for the match and a few more interferences later, the WWE head honcho ran victorious.

The other two instances occurred during the infamous storyline of Hornswoggle being Vince McMahon's illegitimate son. Triple H would make fun of Vince during the whole angle and as a result, the latter had matches with The Game on two consecutive weeks of RAW to teach him a lesson.

Firstly, Mr. McMahon would join hands with Carlito and beat Triple H in a Handicap Steel Cage match. The next week, Vince and The Game would face off in a traditional match with Carlito as the referee. During the match, Triple H would hit Carlito because of his bias towards Vince and the ref would disqualify him, thereby handing the WWE Chairman another win.