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I wouldn't do The Undertaker vs. Sting at WrestleMania. I never watched WCW during its tenure, so maybe I'm missing something, but to me it would just be "too old." I think the boat has sailed on that match being a main show draw, and would rather see Taker create some new stars by adding them to his WrestleMania resume. There's just too many existing stories featuring The Undertaker to not capitalise on them. Wade Barrett and Kane are two guys who come to mind.
That being said, I would not mind seeing Sting debut AT WrestleMania, specifically in The Undertaker's match. Imagine this: Wade Barrett has challenged The Undertaker's streak, and manages to hold his own with The Dead Man. But when it looks like Taker has the match locked, Wade Barrett goes dirty, and would even take a DQ victory over Taker. He positions himself so Taker takes out the referee with a right hand or a flying clothesline or something, and then Nexus storms the ring. They beat-down Taker, and it looks like Barrett is going to cheat his way to a victory. The lights then go out, and when they come on again, Sting is in the ring with a baseball bat. He takes out each member of the shocked Nexus, and then Taker hits Barrett with a Tombstone as Charles Robinson does an epic run to the ring.
To maybe make this more intriguing, prior to the match, Taker can tell guys like John Cena and R-Truth that he wants to do this himself. It puts them over by putting them on Taker's speaking level, but the story is that Taker knows he is against Nexus, but wants to prove he can defend his yard...on his own. When Sting gets involved, in a way, it is a challenge to Taker's legacy.
SmackDown! rolls around, and the Dead Man says he has no idea what Sting's intentions were at WrestleMania, but he knows that he wanted no help, and yet Sting provided it. Taker tells Sting to know his place. It's just a shame his place went out of business ten years ago. That episode of SmackDown! also features Wade Barrett and his troops dealing with their feathers being ruffled by Sting. Wade Barrett says that the man was an icon ten years ago, but they are icons now, so if Sting shows up they will be ready and beat him to a pulp like they do everyone.
The dominant storyline on SmackDown! then becomes The Undertaker and Sting (separately) dealing with Wade Barrett's group. Perhaps we could even see them on the same side in a War Games Match at Extreme Rules, which I feel they could bring back to boost that PPV? Eventually, as Xero suggested, you build to Taker vs. Sting at SummerSlam -- or fuck, even prior if there is a PPV that will allow it.
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