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4. One Night Stand 2008

At One Night Stand 2008, The Undertaker faced Edge in a TLC match for the World Heavyweight Championship in the main event. The stipulation of the match was that if The Undertaker loses, he would be forced to leave WWE.

Edge, with help from La Familia, managed to defeat The Undertaker and this meant that The Undertaker had to leave WWE.

On that night, we saw what an actual (as this was a part of the storyline) retirement of The Undertaker would feel like.

The Undertaker forced to leave WWE at One Night Stand 2008

After taking a major bump (going through multiple tables from the top of a ladder), The Undertaker finally did his sit-up in pain and left the arena to a huge ovation from the fans.

You can watch this emotional ending below:

        
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