@starkatt so, I finished my initial playthrough of LKiaB & then I went back to reread what you'd written about it & I think I see at least some of why we had such different experiences of it. For one, I never went back to the Hacker's room after the first, mostly-chaste visit.
Looking back at the game, I find it really *weird* at how carefully the game labels the moral choices for daytime scenes -- but never for the choice-of-where-you-spend-the-night. Most of the conversational options come with an explicitly-labeled judgement, even more often than they come with game-mechanics-guidance. But late-night comes only with the mechanics.