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1.
n. Inserting a wet thumb up someone's anus.
Example: "I sleep with my pants on in fear of receiving a wet Chester.

2) Guy 1: Man my ass is sore and soggy.

Guy 2: I'm afraid to ask, but why?

Guy 3: I woke up to a nasty wet Chester this morning.
by grandmasterpapasmurf January 17, 2013