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What is stupid funny?
Funny, but not because of humor brought forth by a logical statement. Instead it's funny because the person or thing being such acts in a stupid way.
Person 1: Did you see the latest Fred video on YouTube?
Person 2: Yeah. *laughs* He's so stupid-funny.
stupid funny - video
Stupid funny - what is it?
stupid is where youre trying to be funny and it works
Amya: Anisha is so stupid funny