My most recent character was like this; a Chaotic Neutral Cleric of Olidammara. I played her as basically a bartender confidante. Very perceptive, knows what makes people tick. Completely willing to involve herself in schemes that have a decent chance of working, but absolutely okay with saying "no" to a dumb plan that's not likely to work. Operated a tavern that had special "singles nights" involving Pipes of Frenzied Revelry. Recruited most of the staff of the tavern from miscreants the party had defeated (but not killed). Basically, she loved subverting the (Lawful Good) town's expectations and was savvy enough to get away with it; perceptive enough to know how far she could push things without getting the bar shut down.