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Surprisingly enough, there are infact certain items that you can't pick pocket. They are usually items which are currently equiped on the target. Arrows from shadow thieves for one. Armor and swords from the dual weilding owner of the Copper Cornet, and the people in the Adventurer's Mart just to name a few. In fact, as I recall I tried to pick pocket the red dragon in WK, and couldn't get Imoen to do it!
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