Why is anon pretty much defined or characterized as some mischievous ne'er-do-well or amoral monster? Do people find that more endearing or something?

it's funny
/threading my own post

Because it's meant to represent the behaviors seen by anons on 4chan. It's a joke about 'what if a 4channer ended up in Equestria'.

>>42307302 (OP)
These >>42307304 >>42307303

https://www.youtube.com/watch?v=0MmgBaP3kmY
Even so, I don't think he's really represented so much that way, most of the time is just a chill guy

You awakened a core memory buried inside me. https://youtu.be/rcFUpq8FItY?feature=shared

>>42307302 (OP)
I think there should be more stories about Anon being a villain.

>>42307302 (OP)
He's usually either that or the "asshole with a good heart" archetype, least in the greens I've read.

>>42307302 (OP)
I think Anon was originally meant to be a charter like Cartman or Zephyr Breeze. He's not a good person. He's not a person you'd like to know or want to be. But he's a likeable character. He's funny. He's fucked up. He's stupid. He's an asshole. It pokes fun at you and makes for comedy. Assmunch.

>>42307302 (OP)
Anon represents an oldfag channer. Not a brony/offboarder/newfag.