I nominate the old draughtman's run gang! organized crime brought to DR

Mech abuse issues aside, fixing a Draugtman game was pretty clever/funny.

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Uzmam! The Chairman will NOT be pleased to know you're trying to build outside of approved zones. I'd hate for you to be charged the taxes needed to have this place re-zoned. Head for the manor if you're feeling creative.

As a player, I enjoyed Sebastienne and Ignifera as "evil chars" because they were the type of evil that made you question your own character's values in such a way that it spawned character development.

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NaOH+HI

Samsaren and Sendithu. Sheer, utter evil.

"Brace yourselves, Squanto is going to bleh blah fart fart bleh.." -the player of the character formerly known as Pureblade

The original Totenus, Ignifera, and Sebastienne all come to mind. No one else really sticks out to me.

I dunno if Whiteburn is evil or not, but my one interaction with her was not 100% 'nice' and I enjoyed it, simple as it was. Sometimes you don't need to do a lot to leave an impression! :)

Ogdaro and Serchah all time favorites.

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My spathas at hand,
From the ashes I rise,
With resolve in my heart,
And fire in my eyes.

I found Ogdaro quite quaint and pleasant.

"Brace yourselves, Squanto is going to bleh blah fart fart bleh.." -the player of the character formerly known as Pureblade