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Refuge In Audacity: Table Top Games
The GURPS 4th edition rulebook says this on the skill "Holdout" (concealing objects on your person): "A Las Vegas show girl in costume (-5 penalty to skill) would have trouble hiding even a dagger. Of course, the show girl might escape search entirely (unless the guards were bored ) because 'She obviously couldn't hide anything in that outfit!' Full nudity is -7 to skill."
Hunter The Vigil advises this as a method for hunters to gather necessary information on your enemies, and with the mechanics of such rolls in the game, you can say anything you want and the dice will still go in your favor.
Paranoia has a skill dedicated to this, Chutzpah. The example used to explain the skill is standing before a judge to be sentenced for murdering your parents — and pleading for clemency because you're an orphan .
Ork Commandos in Warhammer 40k are fairly skilled at being stealthy, but their greatest strength is the fact that no one is expecting Orks to be sneaky.