#2 Hanging Big Boss Man
The Undertaker's WrestleMania streak will go down as one of the greatest achievements in pro wrestling history. 21 straight wins at The Showcase Of The Immortals without a single loss.
There's the odd match out of those 21 that WWE would rather you forget, however, and one of them is The Deadman's Hell In A Cell match at WrestleMania XV against Big Boss Man. The match itself was fine, but it's what happened after that was pretty distasteful.
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The Brood descended from the arena ceiling and slipped a noose through the top of the cell. The Undertaker proceeded to place the rope around the neck of Big Boss Man, and once it was secure, he signalled for the cell to be raised, thus hanging his defeated opponent live on pay-per-view.