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Trick Asshole 

When you pay for a hooker and he is somewhat convincing and or you're drunk/high and can't tell that you're not in a vagina.
Yeah, Steve's even getting fucked by straight dudes with that trick asshole.
Trick Asshole by Lil2'high May 9, 2023

unintentional asshole 

A genuinely good guy who, despite his best intentions, says or does things that hurt a girl emotionally.
Aaron was a really nice guy but ended up being an unintentional asshole to the girl he loved when he said to her, “I think you really look great with less make-up!”

Reverse Asshole 

When a person is being so nice that is makes other people uncomfortable.
Dude, Gary grabbed the bill and paid for everyone's meal for no reason again. I wanted to pay for my own meal, Gary is being a real reverse asshole.

sink hole asshole 

An asshole that has been fucked. As such, it displays a sunken quality much like that of a sink hole you might find in your backyard.
"What's a good place to get lost in Maine?"

"The photographer's sink hole asshole"
sink hole asshole by Mr. Shwizzle October 20, 2009

flapping the paper asshole 

A phrase used to describe the act of publicly announcing personal and/or private information in an inappropriate setting.
A friend of mine had anal with a fat chick, and then by way of flapping the paper asshole let everyone know about it at the bowling alley. He received a lot of awkward stares.....

Sherlock's Asshole 

When you put pipe tobacco between your butt cheeks, you rub it well by performing twerks and then you fart inside a friend's pipe's bowl so that you stack the tobacco inside, ready to be smoked and enjoyed.
I went to Bob's house yesterday. He kindly offered to give me a Sherlock's Asshole, so we sat by the fireplace, drank some whisky and smoked our pipes. It was a great night!