Sly-assed, cunning, crafty, shifty, smart-aleck. Derived from the adjective хитрый (sly/cunning) and the noun жопа (arse). In everyday slang, it is a highly popular, colorful, and mildly vulgar adjective used to describe someone who is overly clever, manipulative, or always looking for a sneaky way to benefit themselves at the expense of others (какой хитрожопый тип, опять выкрутился — “what a sly-assed guy, he wriggled out of it again”). While it carries a critical and mocking sting, it can sometimes be used with a degree of reluctant admiration for someone’s resourcefulness.
Вова Королев — студентик из нашей группы, хитрожопый маленький паренек из города Выкса.
Vova Korolev is a student from our group, a little smartass from Vyksa.
(Александр Никонов, Хуевая книга, 2001)
