Most Heartbreaking Moments in WrestleMania History

From Ric Flair's Retirement to the end of Undertaker's streak - check out the most heartbreaking moments in wWe history

Booker T Loses to Triple H

Everyone believed Booker would take vengeance for Triple H’s actions and comments by winning the World Title at Mania. Sadly, it wasn’t to be.

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"I'm Sorry,
I Love You"

Michaels said, “I’m sorry, I Love You” and hit the Sweet Chin Music for the victory, ending Flair’s legendary career. 

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Career vs Streak

HBK taunting Taker with his taunt was the last nail in the coffin as Taker delivered the Tombstone, defeating Michaels and ending his career.

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End of an Era

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The Undertaker won, and post-match all three legends stood on the stage and embraced each other, marking the ‘End of an Era.’

John Cena loses to The Rock

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The streak ends

This is definitely the biggest heartbreak not just in WrestleMania history, but in the world of professional wrestling as a whole.

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