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That depends. If you are in the 1.8 or below, there was this exploit in Riften, but if you're in the 1.9 the best way is to join the thieves guild, do something illegal then when a guard talks to you there should be a option to pay him to look the other way. Once thats done you can pickpocket the money back and do it again BUT WITH A DIFFERENT GUARD

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10y ago

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