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gen.	number sands; make a pint measure hold a quart; hold the eel by the tail; run head against a wall; try to put a quart into a pint pot
amer.	trying to put a round peg into a square hole (Val_Ships)
austral., slang	push shit uphill
idiom.	try to swallow a basketball (Noia); nail jelly to a tree (Andrey Truhachev); nail jelly to a wall (Andrey Truhachev)
Makarov.	assay the impossible; bang one's head against a brick wall; bang one's head against a wall; run one's head against a brick wall; run one's head against a wall; set the tortoise to catch the hare; square the circle
vulg.	shovel the shit

пытаться сделать невозможное: 3 phrases in 2 subjects

General	2
Vulgar	1