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The worst I paid money for was XIX. It had its great moments (Jericho/Michaels in particular), but the endings to pretty much every match sucked. Whether it was Michaels getting a roll-up to absolutely no one's delight to Earl Hebner reading War and Peace before making the three-count for HHH/Booker T, just about every ending to every match on the card sucked.
The worst of all time though is probably a toss-up between Mania IX and Mania 2000.
Mania 2000 had some good stuff in it (Jericho/Angle/Benoit and the unofficial first TLC), but there's just too much shit in there. If it wasn't the senseless tag team matches, it was the Godfather's horrible entrance music ("Pimpin' ain't, pimpin' ain't easy man" over and over and over and over and over) and Chester McCheeserton. Not to mention the main event for WM2K was horribly booked, as we had Mick Foley's last match as a full-time wrestler, where he inexplicably turns heel against the Rock, gets booed, and then jobs to Hunter for the third PPV in a row. You'd think that after that we'd at least get to see the Rock save the day and give us some semblance of a happy ending, but we don't even get that, as Hunter gets the pin only to drop the title a month later in an inconsequential match that few remember.
But now that I'm thinking about it, even the stew of nonsenical crap that was Mania 2000 couldn't stack up to Mania IX. Taker/Giant Gonzales, JR in a toga, and Hulk Hogan setting Bret Hart's main event push back a year. Hunter's politicking is deplorable, but he doesn't hold a candle to Hogan's bullshit.
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