Green’s Dictionary of Slang

ass-whipping n.

also ass-whooping, ass-whupping
[ass n. (2) + SE whipping]

1. a particularly savage beating.

[US]C. Brown Manchild in the Promised Land (1969) 19: Nigger, you got an ass-whippin’ comin’.
[UK]J. Carr Bad (1995) 123: I wasn’t going to take an ass-whipping.
[US]E. Folb Runnin’ Down Some Lines 94: So leave the scene, else you mouth gon’ get you an ass-whuppin – mos certainly!
[US]N. McCall Makes Me Wanna Holler (1995) 152: Anybody less dynamic than Chicago would have been [...] given a thorough ass-whipping.
[US]L. Pettiway Honey, Honey, Miss Thang 120: Then I would get an ass whooping for taking so long.
[US]D.H. Sterry Chicken (2003) 202: Maybe this asswhupping’ll turn his life around and make him a productive member of society.
[US]Simon & Burns ‘The Dickensian Aspect’ Wire ser. 5 ep. 6 [TV script] A straight-up ass-whupping in an alley.
[US]A. Steinberg Running the Books 263: And if you did [cross gang borders], you were [...] ‘subject to a serious ass whipping’.

2. in fig. use, any form of non-physical punishment.

[US]Simon & Burns Corner (1998) 27: DeAndre is grown enough to take either a charge or a legal ass-whipping if need be.