5 Worst Wrestling Matches Of 1999

#2 Al Snow vs. Big Boss Man – Kennel From Hell Match

It's hard to tell what was worse: this

match

concept, the match itself, or the commentators trying DESPERATELY to make this into something other than a complete farce

To quote Mick Foley, ‘ladies and gentlemen, what you’re about to witness…is truly hideous’.

The Kennel From Hell match was a nightmarish match stipulation that featured two wrestlers inside a wrestling ring, which was located inside a steel cage, which was itself located inside a Hell in a Cell.

Between the cage and the cell were what WWE commentators tried to describe as ‘vicious dogs’ that would attack anyone that tried to leave. But these dogs spent less time barking or looking scary and more time humping each other and defecating around the ring (the latter being symbolic of this match itself).

The match was a disjointed mess, with various ridiculous weapons being used as well (including, of all things, a snow shovel). Al Snow & Boss Man kept hitting each other with various objects while the commentators were either laughing (Jerry Lawler) or spewing utter nonsense (Kevin Kelly).

The only redeeming moment in this contest came when Al Snow pulled out Head, and everyone got to make countless ‘head’ jokes for the next five minutes.

This match was awful and is only worth watching for historic purposes. It was voted the Wrestling Observer’s Worst Match of the Year, and was thankfully the first and last iteration of this ridiculous concept.