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Complete history of Yankees-Red Sox playoff matchups heading into 2025 Wild Card

Related Topics: Red Sox, New York Yankees

The New York Yankees-Boston Red Sox rivalry dates back to the early 1900s. It's regarded as the most fierce in baseball and potentially all of sports. From the Curse of the Bambino to Bucky Bleepin' Dent to Aaron Boone's walk-off home run in Game 7 of the 2003 ALCS to Boston's historic 3-0 comeback in 2004, there's a lot of bad blood.

But what if we told you they didn't need in the playoffs until 1999? Crazy! It took nearly 100 years for the two teams to face off in October. Honorable mention, however?