4. Bucky "F*ckin" Dent
This moment gave the "Curse of the Bambino" its validation. The Boston Red Sox blew a 14.5 game lead over the Yankees during the summer, and by September were tied up after the "Boston Massacre." Boston retook the lead, but found themselves even with New York again on the last day of the season. This resulted in a one-game playoff. Boston had a 2-0 lead and all was right. That is until the 7th inning came around and Bucky Fucking Dent stepped up to the plate. The number 9 hitter sent a 3-run shot over the Green Monster and broke the hearts of Red Sox Nation. Yankees won the game 5-4 and went on to win their 22nd World Series title.