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1) A person who intentionally likes being an asshole and is also careless. 2) A sketchy person whose behaviours and thoughts towards others are so careless, clumsy, stupid and irresponsible it makes them very asshole-like, even though they aren't intentionally being an asshole. Examples typically include sketchy buyers from your local classifieds, next door neighbors of your sketchy apartment complex, or some incredibly dimwitted kid at school that doesn't know shit.
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