Here is a really fun fact for your from Scott Cacciola of the Wall Street Journal.  (WSJ usually has a pay-wall up for their sports, but this article appears to be free.)

From the piece, about the Yankee’s Derek Jeter and Boston’s Tim Wakefield:

No active hitter-pitcher duo in Major League Baseball has faced each other more often in the regular season.  Jeter has 115 career plate appearances against Wakefield heading into this weekend’s series at Yankee Stadium, a competition that spans 16 seasons and narrowly outdistances Wakefield’s decade-plus duel with former Yankees first baseman Jason Giambi. Giambi, who now plays for the Colorado Rockies, has faced Wakefield 112 times.

The piece goes on with some other interesting facts- including the story of Jeter’s first plate appearance against the knuckleballer, and how Jeter has fared against Wakefield.