10. Jake Roberts
Long before Jake Roberts’ life went to complete shambles, and perhaps even while he was on the path towards those shambles, he was considered one of the greatest minds in the wrestling business. Jake was at the peak of this reputation when The Undertaker first stepped foot in WWE, and it wasn’t long before the two were linked together both onscreen and off. Old school fans will never forget Undertaker and Jake crashing the wedding of Randy Savage and Elizabeth, nor could anyone deny the historical importance of Undertaker’s first face turn, when he angrily told Jake Roberts they weren’t on the same side anymore only for the Snake to try and break Undertaker’s hand with his own casket.
Whether they were teaming or feuding on screen, Jake and Undertaker were fast becoming friends off screen, due to a certain ribald habit the two shared. To be fair, it’s not as though they’re the only two wrestlers to regularly penchant strip clubs, and chances are they aren’t the only duo to have blossomed into a strong friendship as a result of them. Jake and The Undertaker also had a long history of drinking together when Taker was younger and Jake’s addictions were still out of control, although eventually Undertaker had to stop keeping up with Jake lest he start looking too much like his character.
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