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When you are a total jerk, super obnoxious, or just an asshole, but it's okay because people love you anyway due to the charm, or sass, you exude with said terrible behavior.
"Ugh, look at that girl. Why do so many people like that bitch?"
"Because she knows exactly what she's doing and people still like her despite it all. She's a sasshole."
An asshole which expresses his/her opinion is a sassy manner.
Do you see Sgt. Gonzalez over there eating that fucking salad?
Yeah what a sasshole.
Sasshole noun, a sarcastic person, who is also a jerk?
a person who sasses you or is sassy, but is not quite worthy of being called an “asshole
John thought he was funny but he was really a sasshole