#3: Shouldn't: Sting
For years, fans wondered about who would win in a match between The Undertaker and Sting, and though this for so long seemed a fantasy, that all changed at Survivor Series 2014.
Joining the WWE, fans immediately pushed for a Sting-'Taker match, though the icon of WCW would only have a handful of matches, before getting injured, and retiring from wrestling in April 2016.
Though the Stinger has said he'd come out of retirement to face The Undertaker, the prospect of this match fills me with dread, as neither man are exactly in peak condition, and as well as the risk of disappointing fans being high, so is the risk of injury.
If Goldberg Vs. Undertaker has taught us one thing, it's that sometimes it is best to let your fantasy matches remain just that.