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The Masters

Most Heartbreaking Masters Moments

A look back at the most anguishing defeats at Augusta National

The Masters: Rory McIlroy

Part of the Masters' appeal is the potential for a thrilling finish at Augusta National. But often it means someone is left crushed in defeat as a result. Sometimes it's a collapse, sometimes, as was the case with Louis Oosthuizen falling short to Bubba Watson, the title is simply taken away by an opponent playing better. Sometimes it's a combination of the two. No matter how it happens, it's always memorable. Here are the moments through the years that left fans feeling the most for those players coming up just a little short.

Kenny Perry

2009: Kenny Perry

Twenty-three years after Jack Nicklaus became the oldest winner in Masters history at 46, Perry looked poised to shatter that record. Then 49, Perry nearly aced the 16th hole before settling for a tap-in birdie that gave him a two-shot lead with two holes to play. But the Kentucky native bogeyed the final two holes, then narrowly missed a birdie chip for the win on the first playoff hole. His magical ride finally ended with a double bogey on the second extra hole to give Angel Cabrera his first Masters title.
Jamie Squire/Getty Images
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