pain in the ass hole 

Often used in the gay community used to refer to someone who is hung causing immense damage to your rectum

Dear God, I was out with Kevin last night. He's a huge pain in the ass hole.

pain in the ass hole by Jayjaykink February 24, 2023

royal pain in the ass 

aka (euphemistically) pain in the butt. A true pain, something damn boring, annoying, offending, labored, troublesome, exhausting or if something just extraordinarily sucks!
Has gotten 'popular' thru J.D. Salinger's catcher in the rye, said various times by the story's main character Holden.

Me: Dude, this math test was a royal pain in the ass!!
Geek: How come I aced it?- $20 from my dad...

royal pain in the ass by Stiffmeister February 23, 2005

royal pain in the ass 

my mother

my mother is a royal pain in the ass.

royal pain in the ass by k-nuts September 14, 2003

DJ Booth Pain In The Ass 

When you assist of guest DJ, and they keep having requests.

I hate DJ Booth Pain In The Ass

Giulia, we need another fuckin drink!
Giulia, where is our bottle?
Giulia, get me the promoter!

DJ Booth Pain In The Ass by SwissOfficial February 21, 2011

pain-in-the-assitude 

Typically an attitude or demeanor associated with those who need more attention than normal people.

Dear lawdies, that girl has a major case of pain-in-the-assitude!

Little Johnny came to school to today spreading his pain-in-the assitude all over the playground.

pain-in-the-assitude by Betty Bettyo November 10, 2009

Pain in the assness 

A person who is so annoying, you have to make up a word.

Wow, my science teacher is such a pain in the assness.

Pain in the assness by MinuteRiceMan May 24, 2017