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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!!"

dont know your ass from the ass end of a bowling ball 

dont know your ass from the ass end of a bowling ball similar to dont know your ass from a hole in the ground a little more funny
you mister president dont know your ass from the ass end of a bowling ball

holding it up the ass 

When you have a big turd hanging around your anus, but you refuse to let it out.
Billy was holding it up the ass in class today.

fuck me in the ass 

1) an interjection used when something unexpected happens

2) an interjection used when something does not go as planned or as expected

3) a legitimate request for anal intercourse
1) Shit, that mouse kicked that cat's ass! Fuck me in the ass!

2) Dammit! The Minecraft server admin banned me! Fuck me in the ass!

3) Oh, yah, fuck me in the ass!
fuck me in the ass by russianwarrior November 19, 2013

pound-me-in-the-ass prison 

A place that is best to avoid. But if you are sent to one, the secret is: kick someone's ass your first day, or become someone's bitch.
"We're not going to minimum-security white-collar resort. No, we're going to a federal pound-me-in-the-ass prison!"

Take it up the ass 

When people do anal sex.
Justin bieber can take it up the ass with other men. Its true!!!
Take it up the ass by Windows10Hater September 4, 2012