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If you can successfully remove someone's wallet, and place a card in it, then replace the wallet, the spectator won't care, because they won't know you pickpocketed them. However, it's not an easy thing to do.
Putpocketing, the opposite of pickpocketing, where you just place something into someone's pocket, may be a little easier. But you will still have difficulties doing it. Also, if you're younger, and are seen reaching into someone's pocket, you could get in quite a bit of trouble (the same would be if you're an adult). So that's something to remember as well.
Byrd and Coats have a DVD on the subject. It's worth checking into.
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