This was....really good. I'm trying to think of where to start. I didn't know what to think when I started playing but the story is really strong. When I read your blog and saw that you were inspired a bit by Togainu no chi I COMPLETELY see it. I think that's why I like the storyline/aesthetic so much but I think what you've thought of has its own thing going on too. (More cohesive than TNC gets so far)
I definitely laughed multiple times during different parts of the demo.
When it came to all the different characters all the designs are cool and I didn't really know who I'd check out first so I just went with Harley because I wasn't expecting much and I usually get super interested in the secret side type characters like Thea but after playing through each guy's 'route' at least twice Harley is my favorite, completely caught me off guard.
Riley is likeable too but I enjoyed Harley's scenes the most especially the birthday one, it was really sweet. (I also like Kiran but he's not my fav LI wise, I'm not about that wishy-washy carefree troublemaker life so I'd probably play him last). I'm still interested in DJ but his birthday scene was too short to gauge much from.
Speaking of birthday scenes I loved the little items shown throughout the demo, I usually don't care either way if we visually see what the items in game look like since that's more of an easter egg like treat but I was blown by the graphics and design of yours (jewelry and cake, how could I not be captivated?) I don't know what program you used but it was a pretty addition I appreciated.
I can't think of what else to say other than the mechanics for the game, the point system for the characteristics and relationships, is interesting and I'm curious to see just how much it effects gameplay. This might have not been a complete demo but it was an effective one I enjoyed a lot so thanks!