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jump through your ass 

Military slang meaning to get moving ASAP, and/or do the impossible.
"Private, you ain't shuckin' and jivin' back on the f****** block! When I call your name, you better jump through your mother f****** ass and sound off!"

"You better jump through your ass and get that shit squared away ASAP, before Sergeant Cruz sees it."

"There's a firing exercise tomorrow... Chief wants us to jump through our asses and get this M198 repaired before daybreak!"

"They screw everything up at battalion and then we're the ones who have to jump through our asses at the last minute to fix it!"
jump through your ass by Fuzzbean January 29, 2024

Jump Through Your Asshole 

1. Being required to follow an unnecessarily complicated procedure to accomplish something
2. A little-known R-rated MC Escher lithograph
Man, with all the bureaucratic red tape around here, you’ve gotta jump through your asshole to get anything done!
Emil hung a print of Jump Through Your Asshole in his dorm room, hoping to impress the stoner chicks.