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#3 The Undertaker Vs Sting
Every single time 'the Vigilante' is questioned about a match he wants to have before hanging up his boots, his instant reply is the Undertaker and why wouldn't it be considering these two have been the most dominant & celebrated performers in the history of this wrestling business. It's a damn shame that we never got to see them square off against each other for a match but, there's no denying that the WWE could still console the fans by setting up a dream confrontation somewhere down the line at Wrestle Mania.
This remains one of the biggest what if's in wrestling history and still disappoints the fans who still dream to see these two icons stand face-to-face against each other at the Grandest Stage of them All. Considering that the match would have taken place in the WWE, the company would have never let 'the Phenom' lose to Sting which makes it obvious who would have won if it ever happened.
