1 definition by wit_tank

When you can't quite get deep enough into a man's anus and a little extra is required. The term digging infers excavating stool from the orifice in order to facilitate "digging deeper".
man 1 "oooh, can't you go in a bit further"
man 2 " ok, but i'm gonna have to dig deep"
by wit_tank August 21, 2013
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