Our EEEEEvil party was mostly lawful and neutral evils, I was the only Chaotic, and I was Chaotic Neutral (now THAT's an ugly alignment).

Our DM tried to start us on the basic "Kidnapped town elder, town pays to get him back." We took the advance, claimed we needed more to outfit a ship for the expedition, took the money, hired mercenaries, sacked the town and never looked back.

I think it actually shocked the DM.

In theory, we were supposed to head off into the mountains to fight some vaguely Nordic-esque barbarians for the Elder, who apparently was in on the deal. In reality, we wound up buying a ship with the spoils of our first raid, and turned pirate. I'll credit the DM - he didn't coddle the party. We had several deaths that we got raised, and lost one or two party members permanently (can't resurrect thems that is imprisoned, and the general party theory was "more loot for us!"). We survived mostly through a mixture of being in aggregate a bit quicker thinking than the DM, as well as some fairly lucky breaks within the rules.

I don't recommend it for everyone - there's a certain level of restraint and care a DM has to exercise that isn't found in basic dungeon crawls - but evil CAN be fun, and I'd much rather know people are getting it out of their systems in a fantasy world rather than taking it out on the real world.

M