Some NPCs can be pickpocketed by crouching, approaching the person from behind, and interacting when within range. Hostile NPCs or NPCs who offer conversation or a quest cannot be pickpocketed. A message appears on-screen when crouching near an eligible NPC. Once you’re within range, if “Suspicious” or “Aware” appears, the crime cannot be committed. A percentage chance appears when a successful pickpocket is possible, indicating how likely you are to end up with an item. Try to find the sweet spot, where chances increase up to 20% if you are patient enough. If the victim becomes aware as the theft is attempted, Bounty is added and the NPC reacts to the situation. If the crime is a success, a treasure is added to your inventory.
NPCs react differently to thieves. Some immediately attack, while others require a little prodding before doing so. If you are attacked first, killing the NPC does not count as murder.