3 WWE legends Randy Orton has "killed", and 3 he couldn't 

#3 Mr. Perfect (Randy Orton fails to "kill" a legend)

Mr. Perfect

Randy Orton and WWE Hall of Famer Mr. Perfect faced each other under the WWE umbrella on five occasions, with all instances being from the time when Orton was yet to debut on the main roster. Every single one of these matches took place in early 2002. In January 2002, Orton took on Mr. Perfect for the first time in his career, on WWE Sunday Night Heat. Orton lost the match, in what would be the first of several losses against Mr. Perfect.

A month later, Mr. Perfect and Big Boss Man defeated Orton and Crash Holly on back-to-back editions of WWE Live. Mere days later, Orton teamed up with Shelton Benjamin in a losing effort against Mr. Perfect and Leviathan. The latter would go on to become Randy Orton's Evolution stablemate, and also get a name change from Leviathan to Batista. In March, Orton suffered another loss to Mr. Perfect on Sunday Night Heat, thus ending the score at 5-0 in Mr. Perfect's favor. Orton has put down a long string of legends in his WWE career, but Mr. Perfect is certainly not one of them.