Patriots’ Super Bowl XLII Loss to Giants, Bucky Dent’s Home Run Among Top 10 Most Heartbreaking Moments in Boston Sports History

Patriots' Super Bowl XLII Loss to Giants, Bucky Dent's Home Run Among Top 10 Most Heartbreaking Moments in Boston Sports History First and foremost, an apology is in order. What you are about to see isn’t pretty. In some regard, it’s downright unbearable.

But as we look reflect on all of the fantastic memories that Boston’s sports teams have produced as part of NESN.com’s Boston’s Greatest Sports Moment bracket, it’s also important that we spend a bit of time reflecting on those moments that we’d like to forget.

After all, what’s made the great moments even more special are the many disappointments that have been mixed in. When you know what it feels like to have your heart broken (if you don’t, this gallery will remind you), the true euphoria that comes with success is that much greater.

In an effort to keep everyone somewhat sane, though, we’ve narrowed the list of heartbreaking moments down to 10. Check out which ones made the list, share your thoughts on what moments you think were the most heartbreaking in Boston sports history and then pop back over to the Boston’s Greatest Sports Moment bracket to keep your emotions in check and on an even keel for the day.

So grab some tissues and stress ball, perhaps, and follow along the heartbreaking journey.

Click here to see which moments are the most heartbreaking in Boston sports history >>

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