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What is painfully stupid?
The state of being unfathomably unintelligent that it causes other people's brains to enter into an irreversible sequence of chaos where neurons begin to fight themselves and burn key braincells down until your brain becomes as dumb or dumber than the original person who is painfully stupid thereby telekineticly spawning painful stupidity into the minds of others, with the precision of lightning. Sponge Bob is a classic cartoon example of this when he forgot his name at the restaurant.
Guy 1: if I jump off of this cliff then I will be able to grow wings and fly back to the top of the cliff.
Guy 2: brain tries to process painfully stupid idea... Fails
Guy 2: I'll join you bro.
Guy 1&2: both are now dead at the bottom of cliff