For those who didn't play the game, the whole point of that segment was that even the most pristine, idyllic image of the Nazi-envisioned world reserved for the upper crusts of Americana and their useful servants sucks to live in. You listen into conversations which highlight the constant sense of dread and anxiety of maintaining their place in an ever-shrinking hierarchical strata. There's an upcoming "Changeover Day" which, in the words of the that one Nazi chatting with two Klan members, will "separate the wheat from the chaff". I'm pretty sure either the anime pfp Nazi never played the game or did but convinced themselves they'd thrive in this scenario.
The game was peak lib most of the time but it was quite poignant with its themes on Fascism and its American roots. It's a shame that the game that followed it up was so bad.
Women walking around unescorted with uncovered legs, sure.
I would doubt it was intentional, but, particularly in western societies, children of the bourgeoisie are and always have been allowed performative transgression without loss of status (see sorority culture) with it to some degree being expected to 'fit in', particularly women, as long as it serves either the dominant patriarchal sexual appetite or a larger fashion industry complex that is largely controlled by the bourgeoisie.
Basically, them wearing short skirts and moving around unaccompanied is not transgressive, but them doing that and then either rejecting the sexual advances of privileged males or having other opinions about the cultural or political norms are.
What do you mean by sorority culture?
While it can depend upon the sorority, many sororities, particularly in the south, encourage a 'Party on Saturday, Pray on Sunday' attitude, where these social settings are where they are supposed to seek out husbands. In doing so, many of them will participate in fringe fashions that supposedly run counter to their 'conservative values', ultimately because they are not wholly adopted culturally or ideologically, but purely performatively. In doing this performance, this is part of the process that can potentially move these styles into the popular bourgeoise culture, because it is about the woman wearing the outfit, not the outfit wearing the woman.
Current feminist theory often discusses the contradictions this creates within a patriarchal society, as it is simultaneously a rejection from normative patriarchal definitions of fashion, but is simultaneously only acceptable within those norms, specifically within the male-gaze. Essentially, one can deviate, but only within the acceptable tolerance margins, and only for a specific time period.
Edit: I don't really buy into that personally. My personal opinion is that pretty much all values in the U.S. at this moment are mostly post-hoc rationalizations of reactionary nihilism, with maybe a skeleton of an ideological framework.