Top Definition
Inserting a cold penis into a womans vagina.
Yeah, i woke up and put my dick in the freezer for half an hour and then gave that bitch the chili willy!
von shomasa 22. November 2011
1 more definition
Instead of the tradtional wet willy, where the finger is first lubricated by one's saliva than inserted into the ear, a chili willy is when a feces covered finger is insterted into one's ear
I had a mad case of mud butt so i scooped my butthole with my finger and and stuck my finger into some douchebag's ear and gave him a chili willy
von I Love Blunts 16. Oktober 2008

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