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My Ass is an Asshole 

When your ass is most active at inconvenient times.
Scenario 1: You are on a bus that is full, but silent and you really need to let one rip
You (Silently talking to self): "My ass is an asshole at the current time..." *PRRRRRT*

*1 million eyes in your direction*
You (Talking aloud): "Shit..."

like an asshole with teeth 

A phrase describing how some peoples’ mouths are so surprisingly similar in appearance to an anus that it merits its own special phrase.
After analyzing hundreds of pictures of the Grabber in Chief, it was more than notable that his mouth looks exactly like an asshole with teeth.

grandpa's an asshole

A sick yet great song by Blink 182!
When you fucked grandpa did he tell you that he loved you
Did he hold you till the sun did rise
and did he look into your eyes
and ask you to felate him
and stick a finger or two in his ass

He seems like a total asshole
Grandpa is a total fucking asshole
Who would ever want a dirty greasy finger in his ass
he rubs his dick in broken glass

when you fucked grandpa did he kiss you soft and tender
did he tie your hands behind your head
and was it on your mother's bed

and this is stupid man! I can't believe you'd have sex with your own grandfather. I mean you guys are related! Whats he gonna do, take out his false teeth and just leave them on the side of your bed? Man, he likes to fuck you up the bottom, and grandma would come in and watch, and masturbate, and cum all over the place, and this is stupid! I hate you all! I'm not even gonna have sex with my mom tonight! Man, this is stupid! I hate you!
grandpa's an asshole by Lizzy March 19, 2005

the benefits of being an asshole 

A phrase born of the fact that Florida’s Governor, Ron DeFlatus, has suggested that the state’s educational curriculum include material on “the benefits of being a slave” so that whitefolk don’t wind up stewing in their own guilt over slaveholding ancestors, thereby garnering him some white votes since there are so many that would vote for such an asshole with this point of view.
The “anti-woke” Florida Governor knows that he can garner strong support from white supremacists by virtue of his ridiculous reinvention of history and this illustrates the benefits of being an asshole in this part of the country.

What an asshole... 

1. In the context of a conversation:
a)A way of commenting that a third party is an asshole
b)An under-the-breath muttering in response to some offense, essentially a roundabout way of calling the offender an "asshole." Can be used seriously or for humor.
2. In the context of a single party speaking: A way of recognizing that the previous comments made were insensitive.
Allan:...and then Kareem punched me in the balls
Nish: what an asshole...

Kareem: Oh shit, I just spilled coffee on your laptop
Allan: What an asshole...

Kareem: Your relationship is doomed to fail
Vaishnavi: What an asshole...

Kareem: I'm sorry.. I couldn't hold it in...
Natsuki: What an asshole...

Kareem: ...but then I slapped her. What an asshole.
What an asshole... by aznhazmat February 1, 2009

Rolled out of an Asshole

1. To have a terrible appearance.
2. To look bad or Sick
3. To tell someone that they look like Shit
Example 1
I saw Matt the other day and man he looked like he just rolled out of an asshole. I think he was wearing the same clothes on Saturday night!!

Example 2
(Military)
Holy Shit Troops! You all look like you just rolled out of an asshole this morning and put on your uniforms.