A task, often bureaucratic, that is more difficult than it needs to be.
Now I need three forms of ID and a copy of my electric bill just to renew my driver's license? What a pain in the ass!
My headlight fuse burned out. Changing it was a real pain in the ass because I had to take apart half the dashboard to get to the fuse panel.
Thing that bothers you very much, but it's hard or inappropriate to put them on the table to talk about because of the bother-maker's identity.
My boss always leaves no stone untured to make fun of me in order to cheer him up, so he is a real pain in the ass.
To have discomfort in the buttocks
"anal went wrong last night, it was a pain in the ass"
Sara used to be cute, then she became a real pain in the ass.
my girlfriend decided to be a pain in the ass over the phone for no absolute reason.
Common side effect of prison sentence.
The Arian Brotherhood was a pain in the ass when I was in prison.
My nephew
Someone who annoys the shit out of you for no reason
My nephew is a pain in the ass