Self-actualized asshole 

When a guy knows and realizes he's an asshole and doesn't owe anyone an apology for being himself, he's a self-actualized asshole.

Guy 1-The feminist thinks you should apologize to her for something you said or did.
Guy 2-She's the kind of girl that thinks the world owes her an apology and a hug because she was born a female, she may move on past the bullshit attitude she has used to control the males in her life, or she might keep it and still get no apology it doesn't matter to me which option she chooses. I'm a self-actualized asshole, I know.

Self-actualized asshole by Solid Mantis October 26, 2017

first-class asshole 

The affectionate nickname for Urban Dictionary volunteers. Any single one Urban Dictionary volunteer who rejected any of my definitions that were actually good is especially deserving of being called a first class asshole.

I have had it with every motherfucking first-class asshole on Urban Dictionary rejecting my motherfucking definitions!

first-class asshole by Stupidly Sophisticated July 18, 2020

Tear a new asshole 

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!

Tear a new asshole by John Bent November 19, 2007

Donald J Asshole Trump 

Some fat bitch that is some how a celebrity that likes to hide in bunkers,wear a toupee,likes to kiss minors,and just being a little fat bitch in general.

Person 1:Donald Trump is an asshole.
Person 2:Donald Trump looks like shit.
Person 3:Donald J Asshole Trump should be out of office.

Donald J Asshole Trump by Some secret Bitch September 22, 2020

intertwined asshole

when you intertwine your fingers of both hands and shove them up a girls ass while she trys to shove her own two fists down her mouth, im a faggot for writing this

things were really heating up last night until my girl told me she want an intertwined asshole. i was shocked but i gave it to her

intertwined asshole by maxandad1 February 22, 2011

Toilet Asshole 

An inconsiderate public toilet user who shows zero toilet etiquette, such as not flushing the toilet after peeing or pooping; throwing cigarette butts inside the urinal; trying to flush a sanitary pad; taking the toilet roll home; and not cleaning hands before leaving the premises.

Two polytechnic lecturers had their hopes dashed when they’re denied a research grant that would have allowed them to investigate what proportion of male and female users in Singapore are toilet assholes.

Toilet Asshole by MathPlus November 8, 2020

Careless asshole 

1) A person who intentionally likes being an asshole and is also careless.
2) A sketchy person whose behaviours and thoughts towards others are so careless, clumsy, stupid and irresponsible it makes them very asshole-like, even though they aren't intentionally being an asshole. Examples typically include sketchy buyers from your local classifieds, next door neighbors of your sketchy apartment complex, or some incredibly dimwitted kid at school that doesn't know shit.

1) "Man did you see that guy? He is such an asshole, but he's also very careless about his surroundings. Heard he almost got hit by a car once because he wasn't paying attention to the road."

2)

a. Bill had a buyer who bought his old phone. Next day the buyer returned the phone, claiming the screen was "cracked", when in fact it was only the screen protector that was cracked. The buyer returned Bill his money, but kept all the trivial accessories that came with the phone. The phone box had also been severely disfigured for some reason. What would be the point of keeping all those phone accessories when you have no phone? No one knows, but it was clear to Bill that the buyer didn't care about the accessories at all, she was just a complete careless asshole.

b. Johnny's next door neighbor, a pothead and a high school dropout, asked Johnny if he could stay in his apartment for a few hours as his mom kicked him out. Johnny agreed and let him chill there while he went out to eat. A few hours later he came back, finding that his couch was flipped over, his cupboards ransacked, and his vinyl collection was all over the floor with deep scratches in almost every one. The whole apartment reeked of weed, and there was another unpleasant smell coming from the washroom: his toilet seat was covered with diarrhea. "Fucking careless asshole POS..." murmured Johnny as he cleaned up the place.

Careless asshole by Mary Mary Quite The Contrarian September 19, 2019