Artful Pocketer

Artful Pocketer is an achievement in Fallout: New Vegas which is awarded for successfully picking 50 pockets.

Exploit
This achievement can be gained quickly and easily by exploiting the fact that pickpocketing the Bubblegum (Fallout: New Vegas) or the Beer (Fallout: New Vegas) from Sarah Weintraub (in Vault 21) does not actually remove it from her inventory. If you equip a Stealth Boy (Fallout: New Vegas) and have Lily Bowen as a companion you can repeatedly pickpocket Sarah and gain the achievement quickly. If you are fortunate and/or skillful you may be able to do this before a single Stealth Boy runs out.

Behind the scenes

 * Artful Pocketer is a reference to The Artful Dodger, a skilled pickpocket in Charles Dickens' Oliver Twist.