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Careless asshole 

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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.
1) "Man did you see that guy? He is such an asshole, but he's also very careless about his surroundings. Heard he almost got hit by a car once because he wasn't paying attention to the road."

2)

a. Bill had a buyer who bought his old phone. Next day the buyer returned the phone, claiming the screen was "cracked", when in fact it was only the screen protector that was cracked. The buyer returned Bill his money, but kept all the trivial accessories that came with the phone. The phone box had also been severely disfigured for some reason. What would be the point of keeping all those phone accessories when you have no phone? No one knows, but it was clear to Bill that the buyer didn't care about the accessories at all, she was just a complete careless asshole.

b. Johnny's next door neighbor, a pothead and a high school dropout, asked Johnny if he could stay in his apartment for a few hours as his mom kicked him out. Johnny agreed and let him chill there while he went out to eat. A few hours later he came back, finding that his couch was flipped over, his cupboards ransacked, and his vinyl collection was all over the floor with deep scratches in almost every one. The whole apartment reeked of weed, and there was another unpleasant smell coming from the washroom: his toilet seat was covered with diarrhea. "Fucking careless asshole POS..." murmured Johnny as he cleaned up the place.
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Pink Cloud

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Chancla

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My mom hit me with a chancla.
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Striver 

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The striver is an interesting phenomenon that is seen across college campuses. In essence, the striver is an over-achiever who comes from a working or middle class family. He may be an immigrant. He may have been a slacker in HS who was "born again" into an academic wunderkind. Or he may just be an over-achiever who is keeping at it.

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