Now, I'm wondering whether or not any of you guys could post your opinions of any details you guys are willing to overlook. I'm not saying I'm going to drastically alter the known events during the Napoleonic era and say," Haha! I did this and none of you can do anything about it!". I know I've been given suggestions here and there, but I can't help thinking I'm going to end up dropping some of these worldly rules of the time period just to make something happen. Anyways, I'm just gauging the responses so I can make this project into a worthwhile one for both myself and the players.
Here are some of the details possibly to be overlooked:
-Claire's father got her into the army, there's no mother, father doesn't have a sense of compassion for Claire's femininity, Claire got promoted to an officer, she got onto Paris' military academy premises, suckered a too-nice-for-his-own-good of a general into letting her in, and she gets special treatment by this too nice of a general.
-The personalities of some known people such as Napoleon Bonaparte.
-How a French military academy of the 1800s worked at the time such as forms of studies and preparation for the actual military.
And those are the details I have in mind. If there are any other details I did not include in the story, but something any of you might have thought up as something expected in the storyline, please voice your opinion. This post isn't an indication that I will overlook all of these details, especially the historic ones, but something as having Claire be able to openly serve in the military and get close to the guys in the guise of an officer is something I'd much rather have than have her serve as a female servant. I could always have her disguise herself as a guy, but that's overdone for the most part. Having her serve as a female servant, to me, feels like she's doing a passive role where the drama wouldn't be as dramatic as being an active officer interacting with the obtainable guys.
Well, I've already given my opinion at length.
The one thing I would point out, though, is that the details you're talking about comprise almost the whole plot of the game, as far as we the readers know it. It might be a little hard for players to both accept that the setting is historical 19th-century Europe and suspend disbelief for almost the whole story.
The central inconsistency in the story, as I see it, is that Claire is supposed to be two radically opposed things at the same time. On the one hand, she's a woman in the military in a realistic 19th-century setting, a position which would necessarily be marginal, unpleasant and socially unacceptable if not impossible. On the other, the story requires her to be able to move in society and make friends with other characters who accept her position either right away or eventually.
Really, it sounds like what you want is to write an alternate history, which would be perfectly fine. Changing the historical setting so that the place of women in society is different enough to allow for women to be army officers would be easier for players to accept, but it ought to be obvious that this is an alternate history and that you're not asking them to square what they know about the real 19th-century Europe with an anachronistic plot and characters. Showing other female characters serving in the army would be a good way to do this; as I mentioned before, adding in elements of fantasy or steampunk would also work.
Of course I'm not going to throw out the sexist views out of the window. Right at the beginning of the game, after the MC arrives in France, the male students are already talking badly about her. Perhaps it might help if I put a brief flashback sequence somewhere as to how the MC got to where she was in the British military in the first place?
As for the male characters, not all of them are really nice towards her: Alan has an idealistic disposition going about him (kind of like Code Geass' Suzaku and his ideals of non-existent discrimination in a general sense). Drake is already one of those men that do not think highly of a woman in the military. León didn't like the sight of her in the first place. Taylor is already military BFFs with the MC and André doesn't know about Claire working in the military yet.
Even the attitudes you describe for the characters would have to belong in an alternate history; they would make sense in the Second World War, perhaps, but not in the early 1800s.