Paying out the ass 

Something you will pay a ridiculous amount of money to rent, buy, or repair/maintain.

"I just bought a used 1987 Porsche 944 Turbo...looks cool, but I know I'll be paying out the ass to do repairs on it!!"

Paying out the ass by The Punisher 9mm December 13, 2014

Paying for it out the ass 

A term to describe when you eat a Pizza Pop and all of a sudden you notice it's filling landing on your lap. Thus the expression, "Paying for it out the ass".

Person A:
"Oh god you microwaved those for 4 minutes!"
Person B:
"Yeah, so what?"
Person A:
"Jesus, will you ever be paying for it out the ass."
Person B:
"OH MY GOD IT HIT MY CROTCH!"

Paying for it out the ass by `Dan October 10, 2008