I think it basically stems from the knowledge that generally wrestlers play their given character well when said characters are an on-screen extension of their off-screen selves, or at least a facet of themselves.
Character-wise Stone Cold is the polar opposite of what CM Punk stands for in real life. Although his actual stance is that he doesn't harbour ill feeling to those who choose to lead a life with drugs and alcohol, it could easily be turned around to be an aspect of his character if he opposed a man like Stone Cold, really the epitome of Punk's begrudgements when it comes to substance abuse portrayal in wrestling because of his massive popularity and mainstream attention (Jeff Hardy doesn't count because his abuse issues were real).
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I think what separates this alleged dream match from other such examples is that people can see:
- Two massively talented all-round workers.
- A natural slant or story for where a feud could hit off. Unlike when Hogan met The Rock, or Rock met Cena and the idea was merely "One huge star from one generation meets another huge star from another generation", there are real tangible character traits that could conflict and play off against each other to create a very natural, almost organic feud.
So although it may seem on paper that there is nothing that ties these two men together, it would be so effortless and potentially rewarding to put them together that it would be perhaps the greatest way you could return Stone Cold to the ring.
But, personally, I propose that there is more than just their clashing characters which draws these men together in the psyche of many.
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Both men are genuinely outspoken. Both are fan-favoured tweeners that caused a significant shift in proceedings of their generations. Both can carry a feud on their words alone. Both are basically self-made guys that got held down and forced their way up through the concrete. And, let's face it, CM Punk is a huge Stone Cold mark. You've seen the pictures when he was younger.
I think there's a load of parallels between these men and so much of an angle that this feud would be an instant classic before anything even happens. So as far as dream match? I don't know how many people are in it merely for the match. But great feud? It seems so obvious that it would be a massive fuck up if it didn't work. Orton might not work, Cena probably would work but CM Punk almost certainly will work if they try to go through with it. That's my thought process anyway.