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I'd immediately think of The Crow, and wonder why his parents didn't have the decency to name him Eric or Draven.

I would think "OK, he's emo."
It's not an ugly name, though. Kind of cool in theory.

That his parents were either hippie-ish types or raving white supremacists who named teir child after Jim Crow laws.

I'd think he had chosen it himself.

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Also I think Crow looks dumb, but Crowe is ok. Weird.

I'd think he'd given himself the name to show off how edgy or tough or ... something. It's pretty ugly.

I would probably ask him how he got the nickname. My first thought wouldn't be that it was his given name.

I know (kind of) a guy that goes by Crowy, I don't know his real name. He's a dirty old wino that lives in a disgustingly dirty house with a picture of a naked woman on his fridge. He starts drinking first thing in the morning regardless of how dirty the glasses in the house are, and lives with two or three other disabled (some mentally, some physically) men in that dirt-encrusted, cobwebbed house. That's what I think of...

I would think his parents must be goth, or maybe they just like birds. Or both. I'd also think that it's a super cool name and I'd probably say: "Woaaaaaahhhh..."