You can't use pickpocket in combat at all. I also tried it on an (always-hostile) enemy out of combat, using invisibility, and while the Pickpocket option did appear in the menu, it didn't do anything (yes I was also Sneaking). So your pickpocketing options might not even be possible.
Pickpocketing may only work on NPC's who are by default non-hostile and can change to hostile later. It may not work on always-hostile monsters (the majority of enemies.)
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My zany idea for improving Charisma is simply to merge Leadership with it.
Removing all bonuses to abilities from equipment might have a lot more far-reaching balance ramifications than you think. I guess you'll find out later.
Last edited by Stabbey; 10/11/15 09:20 PM. Reason: pickpocketing
