Hope is a rather strange character indeed. Thanks for clarifying her already rather confusing nature a bit more. In that case, "Love you, love you not" could be a foreshadowing of what might be on Raphael's mind? Does she see in your character a pattern she lived previously in her twisted situation?
Certainly, there is a lot of potential in them and they receive much less support and interest than other characters with a quite acceptable and complete development (Be an example Rolan or Zevlor), which is quite sad and an opportunity is being wasted. Also, given the circumstances she unveils in the epilogue, you can see that Hope has ended up very affected by everything and honestly, even if it's a "happy ending" that survives and remodels the House of Hope to its true purpose, I see it's a rather rushed development ending and one that can be improved. And yes, Harleep needs an overhaul in their development, and not limit it only to what the game shows. They are a POTENTIAL element to discover more about Mephistopheles and the relationship with his troubled son if you put it in perspective.
Heh, no way, not strange at all. Compared to what's being asked out there it's pretty coherent and not out of nowhere certainly. It's a tricky situation because yes: either it goes well and adds yet another layer of richness to the character or it goes more and we lose another pillar that carries the charm of the game.
Only time will tell and if Larian takes this request into their own hand. From what I've seen, Raphael's voice actor wouldn't mind dubbing lines for a content/romance of his character. Which is quite endearing to say the least.