20 Worst Wrestling PPVs Of All Time

16. WWE King Of The Ring 1999

nWo Souled Out
WWE.com

This isn't the worst King of the Ring PPV of all-time (we'll get to that later...), but there was absolutely nothing to get excited about at KOTR 1999. 1999 was a great year for WWE, and produced some of the most exciting events that the company has ever put together: this, decidedly, wasn't one of them.

Propped up by such "trilling" matches as Ken Shamrock vs. Billy Gunn and Hardcore Holly vs. X-Pac, the show was incredibly arduous at a time when wrestling was at its most viscerally exciting. The tournament was full of dull matches (Big Show vs. Kane was particularly pedestrian), and even a WWE Title match between The Rock and The Undertaker - two of the industry's biggest stars - couldn't save it from tedium.

Moreover, Billy Gunn's eventual coronation as King of the Ring went down like a led balloon. The former Mr. Ass had never shown any real potential as a top-level star, but Vince McMahon was dead set on pushing him to that level anyway (sound familiar), and he goes down as one of the least successful Kings in WWE history.

The ladder match between Steve Austin and the McMahons at least provided some intrigue, particularly when the briefcase was elevated beyond Austin's grasp, but the story was never resolved. In the end, KOTR 1999 was the Attitude Era's worst PPV, and one that absolutely doesn't warrant another viewing.

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Channel Manager
Channel Manager

Andy has been with WhatCulture for eight years and is currently WhatCulture's Wrestling Channel Manager. A writer, presenter, and editor with 10+ years of experience in online media, he has been a sponge for all wrestling knowledge since playing an old Royal Rumble 1992 VHS to ruin in his childhood. Having previously worked for Bleacher Report, Andy specialises in short and long-form writing, video presenting, voiceover acting, and editing, all characterised by expert wrestling knowledge and commentary. Andy is as much a fan of 1985 Jim Crockett Promotions as he is present-day AEW and WWE - just don't make him choose between the two.