(also wise apple)A person who is ostentatiously and smugly knowing; smart aleck, smart-ass: My little brother is an irrepressible wise guy(1896+)
(also wise hombre)A shrewd and knowing person; a person who is ''wised up'': The wise guys said Frank didn't stand a chance(1896+)
A professional criminal, esp a mob member: The wiseguys like places they're known/ Hanging out at a neighborhood restaurant in the Italian section of Queens, the first thing he learned is that the wiseguys never talk about what they do(1970s+ Underworld)
The Dictionary of American Slang, Fourth Edition by Barbara Ann Kipfer, PhD. and Robert L. Chapman, Ph.D. Copyright (C) 2007 by HarperCollins Publishers. Cite This Source
Idioms and Phrases with wise guy
An obnoxious know-it-all, a person who makes sarcastic or annoying remarks, as in the teacher was delighted that the worst wise guy in the class was moving out of town.
[ ; second half of 1800s