Best definition
Often used in connection to enthusiastically dancing or partying to hip hop music; having an extremely good time in a party setting. Usually used in conjunction with the preposition “out,” ie. “wiling out.”
Possible origins: The term “wiles,” used to describe an alluring or seductive manner.
“Winding,” used in island culture and music to describe a type of dancing often performed to reggae music, may also be at the root of “wiling out.”
“We were drinking Bacardi, grinding with these fine ladies to some MVP, taking shots from the ice luge on the beach… we were wiling out, man!”
wiling: define #2
Hardcore, maximally extreme
That was wiling, bro!
wiling: define #3
to be partying hard
Wiling out.