Hello!
I just had this idea, not sure if it's possible to even implement:
Suggestion: Give characters a suitable penalty against pickpocket checks when they are either a) accessing a 'catalogue' placeable as they shop at market or;
b) making sendings at the Keepers, thus making it easier to pickpocket characters who are in our fantasy world equivalent of 'shopping' and 'talking on the phone', both situations which reduce our awareness of our surroundings, and are commonly exploited by pickpockets the world over.
Not sure how failed pickpockets are handled (I believe they are considered a hostile action?) and so, might not be feasible from an IC standpoint.
Thanks!