Mathy:
This is how I use the mechanics in RP:
Does the mechanics exist?
Yes? USe them, earn them and learn them, or your character is unable to do it in their "real life'
No? then is it reasonable that your chracter would have picked up the ability?
EXP: if you want to duel, use the combat system. however if you RP a pickpocketer quite a bit (an alt I almost never play anymore) then it is reasonable to RP that their ability is higher than when they started. of course it helps if you have a comunity of people who recognize your character as one they have played with before, and as such you are not just "pretending to be a master theif" but rather you are recognized, OOC, as a master theif (When you are recognized Ingame, it gets real hard to RP getting near enough to anyone to pick their pocket, yet alone be able to go from BD1 to OJA1, without going past guards (comeon, give me a path around Hydlaa?)
I think that is clear, maybe?
BTW, my posting about my pickpocketing alt, does not mean all my chars do that. Bamko has never been caught picking pockets,

and would protest loudly that he would never do any such thing... even if others using same IP address might. of course how would YOUR characters know about IP addresses, eh?