Originally Posted by Stabbey
...he couldn't, because the mark was still blithely in conversation with my other party member. I kept swinging and whiffing and no one noticed.
That isn't a bug ffs.

What do you want - that you can engage someone in conversation, steal from them 3 times and then stab them in the back 3 times? Without them noticing anything at all?

You can engage others but come on - that would be too much cheating even for me.

In any case if you hit the RNG trigger your conversations will be interrupted and you'll ALL have to turn out your pockets if you are close.

It would make sense if an NPC could only be pickpocketed once though rather than once per party member. That is a bit over the top and an oversight that (usually) lets everyone in your party have whatever skillbooks they want for free.