10 Times You Forgot Pro Wrestlers Broke Kayfabe On The Air

5. The Undertaker Shoots On Vince McMahon

The Undertaker 1999
WWE Network

So we've covered the rather odd time during Undertaker's Lord of Darkness phase when everyone kept begging him, on-screen, to stop taking kayfabe so seriously. But now let's talk about the time he did just that, delivering a strange blend of fact and fiction in a 1998 worked shoot.

Decked out in his most comfortable attire - sweatpants and a ratty pullover - Mark Calloway went out in front of the Raw audience and lodged every complaint he'd had with Vince McMahon since the day he stepped into the company.

He pointed out how Vince basically used him as enhancement talent for the bulk of his career while his more wholesome, "hand-picked champions" were chosen to represent the company. While recalling his own championship reigns, he delivers a damning blow:

"Oh yes, I am a two-time, former World Wrestling Federation Champion. But as you all know, my tenures as champion...they didn't last very long. Why? Because Vince McMahon didn't want someone like The Undertaker representing the World Wrestling Federation. But I remained loyal."

Then, curiously enough, he dipped slightly back into character, referencing his feud with his "brother" Kane, and how Vince exploited his "family tragedies". That makes this momentary lapse of kayfabe a little perplexing, but ultimately quite effective.

It's almost as if Vince told him, "You can go out there and talk as much trash about me, personally, as you want to as long as you bring it all back into a storyline somehow". And it worked.

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