
(09-14-2015, 11:48 PM)That Guy Wrote: stuff
The challenge you're being seated with is that there are definitive win/lose conditions for that sort of RP. If your character succeeds, then someone's PC has to die. If you don't succeed, though, you look like a loser (as you mentioned).
There's not a lot of wiggle room for RP to happen, at least not as far as definite progression goes. Your character won't suddenly feel pity due to his beliefs and your quarry won't suddenly find a way to ignore their backstory if they get caught. Those sorts of situations tend to favor the status quo: i.e., no one dies and we can all keep RPing. As a result, you're kind of hosed.
Rock and a hard place, man. Especially when you're trying to hunt down someone who hypothetically has an entire household of swords to watch out for them, who hypothetically are somewhat established as Tough Guys in the general RP space.
Playing any anti-character role relies on your opposition giving you allowances, and be-all-end-all conditions are the harshest methods of it. It can only end one way or the other, and one of those means someone's character, time and effort all go to waste.