An impossible or seemingly impossible assignment or request. A task so time consuming, daunting or complicated that you feel you may as well have been asked to round up Squirrel Monkeys (A basic assumption must first exist that Squirrel Monkeys are pretty fucking hard to round up).
I got back from my two week vacation and a Squirrel Monkey Rodeo was in my fucking in-box. I'm going to castrate the piece of shit who was supposed to work my mail while I was out!
I have to drop the kids off at soccer practice and then go grocery shopping, pick the dog up from the vet, and pick up the dry cleaning in time to go back and pick up the screaming maggots from soccer practice again. What a fucking Squirrel Monkey Rodeo!