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You can't steal things people are wearing without killing them. Pick pocket is exactly as it states, taking small items from pockets effectively. Armour etc can be stolen from shops with a good thief. Dexterity is the most important attribute for a good thief. There are various potions that can boost a thiefs dexterity above its normal limits, there are also specific thief potions available to boost a thiefs skills temporarily. Wearing armour whilst thieving will reduce your success rate and there is always a 1% chance that a thieving attempt will fail regardless of the level of skill of the thief.
Hope it helps.
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Aaahh.... Fur Cough.
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