A merging of two popular phrases, each meant to reflect attempting something very difficult: “like nailing jello to a tree” and “like herding cats”. This version simply implies, humorously and a bit gruesomely, that one is, in fact, attempting the impossible.
John’s attempt to get this three kids to bed after they each ate a bag of Halloween candy is like trying to nail jello to a cat.
by Brett’s Brain December 30, 2017
by a nouny moose April 11, 2015
by sussy pie October 29, 2021
When someone tries doing something Bold. Like insulting a person of authority, or asking someone out. And using brutal honesty shamelessly.
"Hey did you see Kim?"
"No. She didn't come to school after Ronnie rejected her yesterday."
"Well it was a Bold Try
"No. She didn't come to school after Ronnie rejected her yesterday."
"Well it was a Bold Try
by TheFantasizer November 30, 2017
A confusing look on someone's face when they don't understand the Question or the joke that you just shared .
Tommy was so confused when his date asked for 10 pints of lager to wash down a bag of peanuts he had a face like a chimp trying to open a yellow dildo
by Wee mikey May 8, 2022
by ThatMothafuckin'Person October 25, 2023
Having well-endowed breasts.
by akleotheos June 22, 2012