One of the first things that beginners will learn about this game is how invaluable Thievery can be... if you can get away with it. You can only pickpocket an NPC once, so make it count. You'll also want to make sure whoever specializes in Thievery is quite sneaky to avoid being seen while you steal all that valuable loot.
Stealing items is tied to your thievery civil stat, which allows you to steal more valuable goods from traders the more points you have invested into the skill. To steal items from vendors, simply enter stealth mode behind them and click on their body. Keep in mind that you only have one chance to do this per character you interact with, meaning that if you get caught in the process or you only grab some items, you will be unable to pickpocket that vendor with that character for the rest of the playthrough. The benefit is you can get plenty of new skills and gear for free using this method.
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