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Referring to a method of insertion.

To insert a finger or several into one's body cavity (mouth, anus, vaginally etc.) all the way in until you reach the webbing of your hand.

Mostly this action is stated as a threat.
"I'm gonna stick both these fingers in that ass Web- deep!"
by twiggy eksfaur October 17, 2008
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Apr 22 Word of the Day
When you eat dirt for the first time and leave your family to build a shack in the woods
Bro since I got dirtpilled on Tuesday I have made sooo many worm friends and made them soo many little houses to get married in. Me? Lonely? No you’re the lonely one u lawn owning freak
via giphy
by ecogoth December 30, 2020
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