I notice we have a very neutral party (neutral, neutral, neutral, neutral good, neutral good)!<br/><br/>Our characters are supposed to like each other (as per the OP) and I suppose some of that could be developed in-play, but it could be easier if we start early!<br/><br/>Looking over character biographies, I think Blackwell can maaaybe tag most of the locals in one way or another.<br/><br/>Jaillen's been in Sandpoint for seven years, working at an inn -- well, Blackwell's got her own place, but if it's the kind of inn where people get together to drink and tell stories and have a good night, Blackwell's almost certainly spent some time there in the past.  Call it five years, since she's been an adult, and that would mean Blackwell and Jaillen are familiar faces for each other, even if their interaction is limited to "hey get me another drink."  (I'm assuming that she's been doing one kind of work or another in the inn since she arrived in Sandpoint which might not be accurate but I'm just making ideas.)<br/><br/>Pill's more than twice Blackwell's age, so depending on where in her background she ends up in Sandpoint, she may well have lived there longer than Blackwell's been alive.  Depending on how recent her work for the Thief's guild was, she might have encountered Blackwell that way -- I imagine Blackwell's had some dealings with Sandpoint criminals herself, though it could just be that Blackwell was someone who found a useful resource in Pill's pickings -- at least, until she gave it up.  Bully for her, though -- she doesn't probably deserve to live on the streets.<br/><br/>Blackwell is not particularly pious so I'm not certain how well she will know Ara!  I suppose she stops in at the chapels (or whatever they have standing in for one since the big one was burnt down) once in awhile to offer up little mutterings to Desna.  I wouldn't be surprised if they had a stand-offish recognition of each other (Blackwell isn't evil, but she does get along with ne'er-do-wells and has probably pushed around more upright people that Ara<em>does</em>interact with ... !<br/><br/><br/>Blackwell is probably going to show up at the Swallowtail Festival for free food and an excuse to have a good time -- which is really all the reason she needs to do anything, right?