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 or the beer from Sarah Weintraub (in Vault 21) does not actually remove it from her inventory. If you equip a Stealth Boy 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.