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Women seem to gravitate toward douchebags like that...or so it has been my experience
Deck him in the face.
Ugh, just based on this your brother sounds disgustingly douchey.
exigology (n.) A statement whose converse is its own explanation. ...The more you know.
Ya know, I've seen dudes that wear things like that/say things like that and always wondered how they did with the ladies. I'm glad at least one is reaping the rewards. Sorry it's your brother though. Maybe when he's a little older or more mature (hey, it could happen) you can try again to point out the girl-repellent power of his attitude.
I think I see what his problem is: he's a plank.
Just let him do his thing, he'll get what he deserves
Does he think a girlfriend is inevitable?
Someone probably advised him that for him to get laid, he needs to give off the "bad boy" vibes.
Keywords
Does he wear a fedora and have a neckbeard too?
You're brother needs to learn what manners are..