#1 The Undertaker stares down Brock Lesnar

While a number of WWE Superstars have crossed over to the world of UFC over the years, none may be more odd or unresolved as The Undertaker who showed up in the front row for UFC 121.
The Dead Man never fought in the Octagon, and it didn’t seem so out of left field for him to attend the event given that he’s known to be an MMA fan, and has added offense like the Hell’s Gate Gogoplata to his repertoire, inspired by real jiu-jitsu. The appearance was notable for a momentary standoff with Brock Lesnar, who had fought that night, which many read as a sign of a real-life beef between the two, dating back to their WWE days.
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According to relatively recent reporting from The Wrestling Observer, years later, this may have been less a matter of UFC going into WWE than UFC vs.. WWE. The Observer suggested that Vince McMahon sent The Undertaker there to build to a match between The Phenom and Lesnar at WrestleMania 27. Dana White purportedly put the kibosh on that idea, and Lesnar wouldn’t end up returning to WWE until over a year later. They would have their WrestleMania match in New Orleans at WrestleMania 30.