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You can always use the skip function at the start when interacting with Oscar if it makes you feel guilty! Plus you can still choose friendly responses to Oscar and progress your relationship with Callum.
Started Callum's route and it appears you're right. It still felt a bit like cheating on poor Oscar but it is leaps and bounds better than Nazagi's routes. And it also has Dolores around for the laughs
For me it was Oscar > Callum > Dolores > Gaston > Nazagi
For me, it felt like the protagonist was always sort of humoring him/finding him slightly annoying with his emotional responses. I just don't consider it a great romance if she doesn't respect him. But that's a personal view. ::shrug::
My personal preference is Nazagi. Though I realize that's probably the polar opposite of Oscar.
I definitely felt like the Callum route was supposed to be played "next" since it felt the most natural to me. The Nazagi route felt forced even as I went down it and I still don't understand why he decided to make his final offer to Maddie even as I watched it happen. Not sure why Maddie would choose Gaston or Dolores either. Also wondering how the king and queen planned to have Cassidy provide an heir regardless of who she ended up with? I guess that might get explained in the Gaston route, so I might speed through it afterall to find out.
I think Callum was probably my favorite romance option. That route had the most sexual tension and I also felt he was the one who treated Maddie most as an equal (beside Oscar). BUT mad respect to Oscar for saying "no" to the wedding proposal if you treat him like he's useless or try and abuse his love for you. I did not expect that at all and was pleasantly surprised by it on my bad end playthrough. Other Oscar pluses, his offer to sacrifice himself during the siege, his desire to buoy Cassidy's spirits, his care for her wellbeing and of Maddie's in ALL routes, and his happiness for Cassidy at the thought that she arranged her own kidnapping. He is a good kid, if not the brightest bulb in the box.
I was actually most attracted to Nazagi initially as I like the intelligent wiley type, but there just never felt like there was much of a connection between Maddie and himself on his route, more just two smart people playing a clever (?) game together. I'll be honest that the glasses angst also felt like a bit of a stretch, but that's likely just because the idea of spectacles making someone a social pariah is so far outside the realm of possibility for me. Honestly I thought the glasses made him HOTTER. But whatever. That's my two cents on which routes are worth it and not.