I'm not sure what to answer to "how far"^^ Naked? Or maybe I'll stop at half-naked, very slutty outfits? One thing's certain is that I will need to replace their current outfits with something different at some point, because I can only go so far with making skirt shorter and cleavage deeper. We'll have to go sluttier.
Also, to my own shame, I only realized recently that I forgot to add the new outfits for Cyanna and Rose in Update 11, even though they're ready. Since updating the game's different versions and reuploading them takes a while, I'll probably add them in the next update instead.
Yup! The shower scene is already an upgraded version of Cyanna taking a shower alone and Leto walking in on her earlier in the game anyway. It wouldn't really be less effort though, as I would still need to make the visuals and the new dialogues, which makes up like 95% of the workload in most freeroams.
Thing is, the map might not feel less empty if I use non-important characters instead of the main ones. For every freeroam with a NIP char, I could have used a main character instead, although in some cases I might have to erase on of their old freeroam event. But if I feel like a NIP char freeroam might fit well somewhere, I'll add it.