This one is really obscure, but I saw it on a blooper tape years ago and I still remember it.
Bobby Bonilla was playing third for the Pirates, so it's probably from the late 80s. There was a runner on second, and he tried to steal third. The catcher threw the ball to try and nail the runner, but on the pitch the hitter let go of his bat which also went down the third base line. So the bat, the ball, and the runner all arrived at third base at the same time and the ball hit the bat in the air!
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