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."

the whale tail is the shape formed when a g-string rides up high over a womans trousers

to be partying hard

Hardcore, maximally extreme