10 "Perfect" Wrestling Feuds That Went Horribly Wrong

4. CM Punk Vs. The Undertaker

Thumb CM Punk Chris Jericho
WWE.com

This started brilliantly. The big show-closing angle at a Big 4 PPV framed it, immediately, as a massive deal.

Punk was operating at such an incredible level, once he was given the ball at SummerSlam 2009, that he found a compelling reason to loathe 'Taker and made sense of the strange dynamic. Grounded reality-based wrestler versus cartoonish parlour magician only worked because they were both major stars. From a character perspective, not so much - until Punk made it work.

Punk scoffed at 'Taker's "powers" and remonstrated with him for reducing a generation of fans to a stupefied, childlike state. He said that when he tapped him at Breaking Point, the spell would be broken and, faced with the reality they couldn't handle, they'd pop pills and booze to escape. Punk proved that he could make his incredible, sanctimonious heel character work against any opponent in any context.

WWE then took the ball off him because he didn't fancy wearing a suit, and they killed the programme dead with a one-two punch of Montreal finish and the most one-sided cage annihilation since SummerSlam 2001.

That boy got too big for his boots, and failed to correctly play an utterly asinine game rigged by arrogant morons who relinquished a monopoly.

The second go-round was amazing, but by then, Punk had already lost the will to play.

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Michael Sidgwick is an editor, writer and podcaster for WhatCulture Wrestling. With over seven years of experience in wrestling analysis, Michael was published in the influential institution that was Power Slam magazine, and specialises in providing insights into All Elite Wrestling - so much so that he wrote a book about the subject. You can order Becoming All Elite: The Rise Of AEW on Amazon. Possessing a deep knowledge also of WWE, WCW, ECW and New Japan Pro Wrestling, Michael’s work has been publicly praised by former AEW World Champions Kenny Omega and MJF, and current Undisputed WWE Champion Cody Rhodes. When he isn’t putting your finger on why things are the way they are in the endlessly fascinating world of professional wrestling, Michael wraps his own around a hand grinder to explore the world of specialty coffee. Follow Michael on X (formerly known as Twitter) @MSidgwick for more!