one legged man in an ass kicking contest

Attempting to accomplish a goal (kick ass) with some possible success only to wind up falling on your own ass. Having to try harder than the average person to reach the same success. A repeated accomplishment followed up by repeated embarrassing failures.

Melvin was a good looking guy but his halitosis made the women gag, he was about as successful with dating as a one legged man in an ass kicking contest.

by EmmasTatDad July 24, 2014

busier than a one legged man in an ass kicking contest

To be so busy, that you will never finish your job

"There is no way I can finish that too!" "Im busier than a one legged man in an ass kicking contest!"

by Frainslug November 4, 2005

like a one legged man at an ass kicking contest

To be consumed with a task, especially at work.

"Got time for a ciggie bro?"
"I wish. Way too busy at the moment."
"How busy?"
"Like a one legged man at an ass kicking contest."

by Eustace Poor October 23, 2009