#5. Sting vs Triple H - WWE WrestleMania 31
WCW legend Sting was probably the biggest name from that company to have never - up to that point - signed with WWE in any capacity. In fact, the former WCW World Champion decided to work for rival company TNA (now Impact) Wrestling rather than work for Vince McMahon.
However, the lure of a WrestleMania match was just too hard to resist.
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Sting's one and only WWE WrestleMania bout
In 2014, during the main event of that year's Survivor Series, Sting made his WWE debut and focused his intentions on Triple H, then the leader of The Authority. That led to a match between the two at WrestleMania 31, Sting's one and only appearance at the iconic event.
The match ended with Triple H hitting Sting with part of a broken sledgehammer - following a whole bunch of insanity that involved both D-Generation X and the nWo. The two combatants would eventually shake hands in the middle of the ring.
As we stated before, it's the fact that Sting lost that puts this match on the list. Sting had held off on working for WWE for well over a decade, worried about how the company would make him look after working for the competition for so long. The fact that Triple H wound up with the victory - no matter how it played out - was one of the most unsatisfying endings in WrestleMania history.
WWE tried to balance things out by giving Sting a program where he challenged for the WWE Championship, but his first title match saw him severely injured to the point that he temporarily retired from the business.
Don't get me wrong - the match between Triple H and Sting at WrestleMania 31 is a lot of fun to watch, even today - even with that ending. But, there's no doubt that Sting walking away with the L was the wrong way to go, and definitely puts it at least at number five on this list.
Now, let's move on to the rest of the entries that adhere to the rules we set-up earlier.