I'll take a note to double-check the brothel before 1.0. No guarantees, but I'll at least look into it.
The walkthrough will probably get updated soon-ish, and I'll try to sort the quests by chapter (it should be easy to do). I generally mention whenever there is content tied to traits or stats, but that's usually more relevant for the H-scenes list (which is much further behind). Honestly, I don't personally think the walkthrough is so vital, but I am sure it's convenient for players, enough to justify putting some effort into it.
Samantha likely won't get a path. I prefer it when not all the characters end up in bed with the protagonist, and Samantha is perfect as supporting cast, rather than a love interest.
Kira already has her moment with Carla and Erica, so that already makes it less interesting to pursue another "confrontation" involving her for me. Generally speaking, they also don't cross paths often, and Eliza has leverage as someone with business relationships with the League, I think it makes sense to leave it as it is.
The spider lady is just flaunting her status and power over you. She is basically confident you'll come back to her, eventually, as you can't possibly resist her and she has all the time in the world, but her content ends there. I'll give Rahib another look, although no city really compares to Tarkas, as far as content goes.