Go to Greenshade, Southpoint finish the short quest, There is an area of town where no guards patrol but a lot of citizens gather. Kill bunches of them over and over. Make sure you go with empty pockets or Nuzimeh. Loot and kill until your bounty is high enough to use it.
Ah ok, I was thinking about doing an NPC raid but I wasn't sure what areas have good respawn rates. It's either that or I'm going to use it to brutally heavy hand my way through dark brotherhood quests.