Jerkass/New Media

Bitey, from the Brackenwood series of web cartoons by Adam Phillips, is practically the living embodiment of this trope. No matter how many times he gets beaten up, tossed, humiliated, or so on, he never shows any regret, and is always back to extreme Jerkass-hood in the next toon.
- Bitey creates a lot of his own problems-in fact, the only time Bitey's ever been attacked without provocation was his encounter with the Yuyu.
Foamy the Squirrel, from the Neurotically Yours web cartoons. Even your garden variety Jerkass doesn't do things like encourage his owner to call back a stalker/serial rapist who keeps leaving psychotic messages on her answering machine.
- When you think about it, every character is an asshole in Neurotically Yours to an extent. (Possible subversion in Pilz-E's case - his pills may make him this way)
Strong Bad of Homestar Runner. From making fun of Homestar, prank-calling Marzipan, kicking The Cheat to terrorizing Strong Sad, if he doesn't qualify as one, then who does?
Tinkerballa from The Guild. All she does is insult the other guild members, and openly admits that she only plays with them to swell her own ego.

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