To find your inner strength. When you thinkyou have nothing left to give in any strenuous situation, you dig deep and find it, that extra push, strength,or energy.
IM DOING SQUATS AND MY LEGS ARE SCREAMING, SHAKING, MY MIND IS TELLING ME NO MORE, BUT INSTEAD I DIG DEEP, AND FIND THAT EXTRA PUSH.
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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"
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to understand something. the affirmative response to "ya dig?"
MJ- "that girl, luz, she's hot. Ya dig?"
Dremo-"I dig deep."
Jon- "I did not cheat on you, Ya dig?"
Kate- "I dig deep, boo."
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Deep probing sexual penetration
Marty was deep digging Kim all night
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