Hey man, that smokin hot sorority babe is definitely digging your chili, getcha some of that.

or the ebonics version:
Shoot nigga, that ho is diggin yo chili. You gonna get some poon tonight!
by Adam the Dominator November 11, 2008
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This is a phrase to express interest in another person. If someone is "digging your chili" then they like you in a non-platonic way.
"I'm totally digging Laura's chili."
or
"Um," he said sheepishly, "I'm kind of digging your chili."
by LaurenMarie October 13, 2007
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Term used by Toni to express guys who want to do the horizontal mambo with her. Not sure if its a metaphor or not. If it is, I am not sure that I want to go somewhere that is Chili-esque.
That Eric guy keeps calling me. I think he really digs my chili.
by Billy in Windsor Clivendale April 15, 2005
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The perception that a woman whom you are talking with is really into you and buying your witty words or slick proposition.
After three drinks she was digging my chili and I knew I'd be having breakfast at her place.
by hwyhiker February 12, 2014
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