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It's something I've thought of before and was reminded of it when someone mentioned the possibility on the Pro Wrestling forums. But assuming Punk/Taker go at it in a Respect/Streak match, imagine he comes close to beating Undertaker and seems like he's close to ending the streak, and then Heyman (the referee would be down during this time) offers to help Punk, but he refuses his help (such as holding Taker up while Heyman whacks him with a chair and stuff) because he wants to be able to say he put Taker down all by himself. Punk keeps telling Heyman to stay away and then Taker makes a comeback and wins the match. Then after the match, or the next night on Raw, Heyman gets on the mic and cuts a scathing promo on Punk, scolding him for not accepting his help and saying that if he did, they could have destroyed Taker's immortal streak. Maybe he even slaps Punk in the face (I'm reminded of Heenan slapping Mr. Perfect in late 1992.) Punk then attacks Heyman and so ends the relationship between Punk and Heyman, which I expect to end after Wrestlemania in some way anyway. The fans might very well cheer Punk after the WM match for putting forth a strong effort.
Punk gets cheers anyway, you know he's gonna turn at some point. It wouldn't be a bad thing really, so long as he maintained his tweener nature and didn't become a smiling baby face and still acted like a loner asshole, he could be the baby face that people fell in love with in 2011. That doesn't mean dropping a pipe bomb every week because there's only so much you can 'shoot' about, but rather he could just go back to owning people on the mic in clever ways (like the way he owned Nash during their short feud.)
Punk gets cheers anyway, you know he's gonna turn at some point. It wouldn't be a bad thing really, so long as he maintained his tweener nature and didn't become a smiling baby face and still acted like a loner asshole, he could be the baby face that people fell in love with in 2011. That doesn't mean dropping a pipe bomb every week because there's only so much you can 'shoot' about, but rather he could just go back to owning people on the mic in clever ways (like the way he owned Nash during their short feud.)