shaving a snake
doing something that you know will not turn out well.
Bill: I heard tom was going to have sex with karen tonight.
Billy:doesn't she have an STD?
Bill:yeh, man he's totally shaving a snake.
Billy:doesn't she have an STD?
Bill:yeh, man he's totally shaving a snake.
Trying to Shave a Snake
A phrase coined by Demetri Martin.. It is used to describe a situation that doesn't work out well, just like shaving a snake. It's just not going to happen.
"You hear Jerry's trying to open that Frozen Yogurt business?"
"Good luck to him.. If you ask me, he's trying to shave a snake."
"Good luck to him.. If you ask me, he's trying to shave a snake."