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1. Adj - having to do work that usually doesn't make sense and/or results from human incompetence
2. N - Person; usually higher ranking - who refuses cooperate with you or accept your answer when you know the subject matter better than they do; someone that insists on making your job harder
Used both ways:
"The petition was ready to be submitted, but Ms. Asspain insists on having her comments reviewed, even though she sent them to us after the deadline."
"So now we need all new signatures? That process took months, why are we going through this asspain?"
asspain by Dj1s April 6, 2008
Related Words

assplain 

gender-free, verbose, condescending explanation that was not asked for nor needed. Typically patronizing and incorrect.
Jeff: So I watered the lawn and plants last night and...
Chad: Did you remember to put in the electrolytes and do it from the top down? From the top down. Add those electrolytes. If you don't do it right the grass grows in sideways and won't seed properly. Not to mention they'll no longer use the sun for photosynthesis.
Jeff: Dude - Why did you assplain this to me?
assplain by MadTiki July 6, 2021
Much like assvice, an unwelcome and unsolicited opinion; a literal take on the phrase "opinions are like assholes: everyone has one..."
Doesn't Bob realize that no one wants his asspinion?
asspinion by Chibi Jeeb December 2, 2010

asspringle

The term used for the large flakes of skin that occasionally peel off of one's ass.
Tom: Hey whatcha got there Tim?
Tim: Oh nothing much, just peeled off a few asspringles.
Tom: That's gross....
asspringle by nehpets134 October 16, 2012

assphincteration 

The act of suffocating as a rusult of having your head shoved too far up your own ass.
There seemed to be no end to her attempts to dazzle everyone with b.s. Thankfully, she eventually succumbed to assphincteration.
assphincteration by darkpixie August 12, 2012

Asspants 

Pants that are used to cover the asscheek(s) and asshole. Most of the time it is used to cover dick/vagina/both. Sometimes used as napkins after masturbation.
Dad I swear, that's just lotion on my asspants.
Asspants by Autism Penis December 12, 2019