Back again for another comment because I've just finished Orion's route and AAAAAHHHH! GOD I LOVE THIS GAME SO MUCH!!!!
First off, I ADORE THE NEW ART! Everyone got such a glowup! Ravi really suits being a redhead and just having more warm colours in his design while Orion... oh he's perfect! I don't know why but the purple and darker colour choices just click so much more with me than the blue and white design, and I really love his little streaks of colour in his hair. Also the way you've done the Abyss has now really hit the sweet spot between the more peaceful feeling from the previous build and the nightmare fuel from Shadowdrop.
Now for the story. This is my third or fourth run of Day One by now but I never get sick of that initial meeting with Orion, it makes me happy every time. And I enjoyed revisiting Day Two again, but of course the highlight was all the new content. The growing relationship between the M/C and Orion is beautifully done. I love how we got to learn more about the M/C themselves and how their interests caused people to treat them (got to say that hit a bit hard, never had it as bad as them but I've had people treat me oddly for my interests before) and seeing how that contributed to their determination to stick with Orion was very heartwarming. That reckless determination not to let him be alone really made them endearing in their own right, and it made it clear why Orion was so drawn to them. He's an absolute sweetheart as usual, I loved seeing him joking and having fun learning all the magic but also showing his sadness and even frustration at times; he's one of the most well-rounded love interests I've ever seen in one of these games and easily a top favourite. I also love how you added more of those darker undertones to his personality throughout, it took longer to appear but there were enough of those slightly creepy moments to have me questioning him at times, especially towards the end where it could pay off. That was something big I was missing from Shadowdrop so I'm glad to see it implemented again as it added another layer of depth to Orion himself (also don't think I missed that cheeky Corvin cameo during the magic demonstration scene).
It is a little sad that there's only one really good ending for Orion himself... and it's a very sudden small one. Both of the 'big endings' for the route don't actually let him live happily with us and trap him on a bad path. From a writing perspective I love how you committed to showing how he let himself be corrupted by his own emotions, letting his past turn him into the monster people accused him of being rather than learning to move on with the M/C and showing the consequences of that. But from a "I love this little shy boy and I want to hug him and see him happy" perspective... I love this little shy boy and I want to hug him and see him happy. So they were bittersweet though still incredible to experience, and it makes me incredibly curious to see how Orion's character will play out in Ravi's route. And what will happen in Ravi's route to begin with, honestly I can't predict what we'll end up focusing on and that's quite exciting.
Love it love it love it, so happy to see more of this game and I can't wait to see what will come in the future.