Okay...from my campaign a few weeks back.
The PCs were investigating a mercenary sergeant who had been hired to take over from the regular village sheriff because the village was under threat of imminent attack. However, the PCs suspected that the sergeant was in cahoots with some bandits. So...they had to break into his quarters, without causing any commotion. Unfortunately, no one could pick locks. The party bard has attempted to pickpocket him and failed, but managed to Bluff his way out of it (though the sergeant gave him some very dirty looks from then on).
Thus, the same bard tries to hire a thief from a local tavern. Having explained the situation, it gets to the question of payment.
Thief: Okay, I'll do it for ten gold.
Bard: Umm...I don't have that much.
Thief: No deal then.
Bard: Well, er, look, I have this magical item [pulls out ring which grants bonus to Pick Pocket].
Thief: Um, how do I know it's magical?
Bard: Well, let me put it this way...take it.
Thief: Okay.
Bard: Put it on.
Thief: Okay.
Bard: Now try to pickpocket me.
Thief: Er...are you sure?
Bard: Yep.
DM: The thief attempts to pickpocket you (stifling a laugh)
Bard (to DM): Do I notice?
DM (bursting out laughing): OF COURSE!
At that point, the party fell about laughing.
The PCs were investigating a mercenary sergeant who had been hired to take over from the regular village sheriff because the village was under threat of imminent attack. However, the PCs suspected that the sergeant was in cahoots with some bandits. So...they had to break into his quarters, without causing any commotion. Unfortunately, no one could pick locks. The party bard has attempted to pickpocket him and failed, but managed to Bluff his way out of it (though the sergeant gave him some very dirty looks from then on).
Thus, the same bard tries to hire a thief from a local tavern. Having explained the situation, it gets to the question of payment.
Thief: Okay, I'll do it for ten gold.
Bard: Umm...I don't have that much.
Thief: No deal then.
Bard: Well, er, look, I have this magical item [pulls out ring which grants bonus to Pick Pocket].
Thief: Um, how do I know it's magical?
Bard: Well, let me put it this way...take it.
Thief: Okay.
Bard: Put it on.
Thief: Okay.
Bard: Now try to pickpocket me.
Thief: Er...are you sure?
Bard: Yep.
DM: The thief attempts to pickpocket you (stifling a laugh)
Bard (to DM): Do I notice?
DM (bursting out laughing): OF COURSE!
At that point, the party fell about laughing.