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In cricket the batsman who comes in at the end of the batting, number 11, the tail.
Captain: One more wicket lads and we've got the win
Player: It's alright skip, its the Tailend Charlie. He won't be around for long.
by Umpire Strikes Back October 02, 2004

1. the rear gunner in a bomber

2. a cluster of thunderstorms behind a front
They got the Tail-end Charlie. Shit!
by Light Joker August 14, 2007