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1.
An abusive sometimes angry critique of the victim's actions or work. Such a painful and embarrassing evaluation that it feels like the authority is trying to tear a new asshole for you. (Assholes being an embarrassing body area.)

Secondarily, tear a new asshole may refer to total domination by an opponent similar to a gay rape where the attacker didn't even bother to find to the actual asshole.
The drunken male marines performance on the whore house obstacle course was so pitiful that their sergeant had to tear a new asshole for all of them with a rusty pocket knife. But he praised the females for being righteous Ho's on the beach.
de dudelookslikeachimp 29 décembre 2007
 
2.
To be extremely annoying to someone; to mistreat somebody to an extreme.
My boss is extremely demanding, he tear a new asshole to all his employees daily!
de Turro 7 juin 2009
 
3.
To display a level of awesomeness that eliminates all competition. To make someone, usually an audience, feel as if they have been torn a new anus by your amazing display of skill.
To Tear a new asshole:

After a flute concert:
Mother, I tore them a new asshole!
de John Bent 31 octobre 2007
 
4.
What one might do with a drill-shaped penis.
When I take the bus home afterwards, I won't be able to sit, because they're going to tear me a new asshole.
de Yoni 1 juin 2004