Well, there goes my plan. Unless Mira is still able to yank her back into the waiting torture chamber, anyway.
For the first option, I want to go with C. Eileen knows that she's here to talk about the castle, so that's not a tremendous draw. Groveling in B could work well if Aria doesn't blow it by allowing her temper to flare, it would be a great ego-booster for the squire. I'd go for B if we hadn't trained Aria.
It's clear that the squire has been training as hard as she could after the prior incident from what Orsten is saying. This probably lends her extra confidence into thinking that she could take Aria if we challenge her, yet she'll be unaware that Aria has done some advancing of her own to end up as a 'Mystic Fighter' instead. Aria will be much more resistant to that weird magic attack that blew her away before (and she'll also know to expect it this time), while her own magic attacks will be more powerful and readily cast from increase mana reserves. Our little scamp also managed to reach a new rank in agility since the time these two last met, which may be more apparent as they will not both be bogged down in a river. I think that our chances are pretty good in a fight.
Then there are the questions:
I. The current situation in the camp in terms of morale and camaraderie.
Yeah, no. This is an incredibly suspicious line of questioning. We already know that their morale is pretty good (at least going by the update that assumed this force was unstoppable short of the Vaalgraff's reappearance), they think they can take on the Minotaur Firelord and whatever other hideous creatures lurk in the forest. This could give us info if there's a simmering tension between any teams that we could exploit, assuming that Eileen knows about any of that, but I think that there are better ways to pick up on that in camp than in outright asking about it.
II. The Prince that has accompanied the expedition.
Aria would almost certainly be teased over this, but it's a pretty reasonable to ask questions about important people publicly seeking glory. I don't know how well Eileen actually knows him, but this could be a pretty safe question.
III. The more notable adventuring parties in the expedition.
I'm assuming that Eileen is a huge nerd about famous adventuring parties, considering her reaction upon seeing 'Lady Mira'. I don't think she'll have any problems in immediately attempting to enlighten Aria if Aria asks what's going on with all these groups with silly names like 'Blue Spinel', and she probably knows a good number of things, too.
IV. The more notable knights in the expedition.
Essentially the same as above, given that she decided to be a knight instead of an adventurer I think that there may be more dedication. This is probably where she's most knowledgeable, and again it seems like a pretty safe question.
V. The reasons for the expedition.
I don't think we'll get anywhere near what we would actually like to know about why the expedition was launched, namely whatever bauble it is that Duke Brescia is hoping to find and why it's important. Almost certainly we'd get the same story we've been hearing about investigating a mysterious light, cleansing the monsters menacing the area, etc.
VI. The expedition’s plans and routes.
Maybe it's not as suspicious as the first one, but it's still pretty high on up there. This would appear to be the most useful information out of all of them should we be capable of getting it, though, so I can't help but feel compelled to ask for it. The squire may not know the noble reasons for why they're poking around the ruins, but she should certainly know when they plan on doing that and how they're approaching given that she's being used as one of the tools to prod the area.
So in short, I think that I and V are right out, leaving II, III, IV and VI. Of these, I would say that VI is certainly the most risky while also carrying the most reward. The question about the Prince is safe, but unlikely to provide useful information. I'd like to feed him to the slimes, maybe we can get a Royal Jelly...
With all this considered, I'm going to be voting
C III IV VI.