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15 G

To get this achievement you have to pick 50 pockets

The shop keep in the Vault 21 has some bubblegum that for some reason doesn't get removed when you pickpocket her. Wait until she is leaning against the wall near the counter, hide partially behind it with a stealthboy on and then pick her pocket when it says hidden. Do that about 2-3 times, save the game and repeat. She'll catch you sometimes so just reload the save if she does. Took me 10 mins. You'll need to back out of the picketpocket screen manually each time you attempt to take the bubblegum if she doesn't catch you.