#3 DX Impersonates The McMahons
The year was 2006, and WWE's most controversial group DX was formed again with Shawn Michaels and Triple H. The content wasn't edgier as their previous time, but it was still a time when the fans would get to witness something that was non-PG.
Triple H and Shawn Michaels had worked through Vince's microphone the week before, and the following week they decided to impersonate the owner of the WWE and his son with their roast. The Cerebral Assassin decided to talk about the previous week's promo while Shawn Michaels decided to talk about Shawn's dancing habit. It left the fans laughing and gave the WWE Universe a moment to cherish for a lifetime.
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It is by far the funniest segment where wrestlers have impersonated someone and is still fresh. DX was regarded for its ability to create something funny for the fans, and this is at the top of anyone's funniest moments through the non-PG era.