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1.
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

Words related to digging your chili

chili chilli chilly crush dating duggin hots interested intrigued like liking s my d
 
2.
to be into another person; to have the hots for


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 10, 2008