10 Worst WWE Hell In A Cell Matches EVER - According To Dave Meltzer

1. The Undertaker Vs Big Boss Man (WrestleMania 15, DUD)

Sasha Banks Charlotte
WWE.com

Jinder Mahal wasn't considered worthy enough of defending the WWE Championship inside Hell In A Cell at the very pay-per-view that champions the 'Devil's Playground', but may have dodged the double-cage disaster Big Boss Man couldn't hide from in 1999. Mahal escaped the Punjabi Prison with his title in tact, but the Boss Man was less successful in Unforgiven's miserable 'Kennel From Hell' that infamously topped an atrocious WrestleMania clash against The Undertaker.

The p*ss-stained dog fight was comfortably the most awful caged encounter during a torrid year for the gimmick, but the WrestleMania 15 Hell In A Cell battle still represented a surprising late entry amongst Undertaker's worst ever 'Show Of Show' bouts.

Overwhelmed by a convoluted power struggle storyline between 'The Deadman' and Boss Man's gaffer Vince McMahon (that was ultimately revealed to be one big plan at Steve Austin's expense), the contest was further hampered by the fact that neither could summon the necessary physical intensity to give the match the potency it required.

Furthermore, the body of the contest itself was almost immediately negated by the swinging one of the Boss Man himself. In a scene only uglier in hindsight, Undertaker and his Ministry of Darkness goons hung the prone law-man from the Cell in a grisly spectacle to conclude the entire wretched ordeal.

Contributor
Contributor

Michael is a writer, editor, podcaster and presenter for WhatCulture Wrestling, and has been with the organisation over 7 years. He primarily produces written, audio and video content on WWE and AEW, but also provides knowledge and insights on all aspects of the wrestling industry thanks to a passion for it dating back over 30 years. As one third of "The Dadley Boyz", Michael has contributed to the huge rise in popularity of the WhatCulture Wrestling Podcast, earning it top spot in the UK's wrestling podcast charts with well over 50,000,000 total downloads. He has been featured as a wrestling analyst for the Tampa Bay Times and Sports Guys Talking Wrestling, and has covered milestone events in New York, Dallas, Las Vegas, London and Cardiff. Michael's background in media stretches beyond wrestling coverage, with a degree in Journalism from the University Of Sunderland (2:1) and a series of published articles in sports, music and culture magazines The Crack, A Love Supreme and Pilot. When not offering his voice up for daily wrestling podcasts, he can be found losing it singing far too loud watching his favourite bands play live. Follow him on X/Twitter - @MichaelHamflett