Seven Most Crushing Losses in WWE History

2) Ric Flair vs. Shawn Michaels – Wrestlemania 24

For months, Ric Flair had been winning matches and was on a great final run. The precedent was placed on him that the next match he lost, he’d have to formally retire from wrestling.

At Wrestlemania 24, it was the meshing of arguably the two best wrestlers that have ever laced up their boots at Wrestlemania. It is a once in a lifetime match that may not ever be reached again.

All Shawn Michaels ever wanted to do when he was younger was grow up to be Ric Flair. On that night, he was the man to end Flair’s WWE career forever.

Flair’s heart was on display for all to see as he cried towards the end of the match. You knew it was the end of Flair’s career weeks before, but seeing it happen and seeing Flair break down will always be one of the most heartbreaking scenes in WWE history.