Just played about 45 mins of The Last Summer before I encountered a bug. In the cave after Timmy apologises, it just stops progressing. Can still press 'ESC' to open the menu, but that's it.
From what I've played so far, I loved the first two scenes with Timmy and his best friend. The atmospheres were polar opposites of each other, but I felt both of them. I smiled throughout their interactions in the first scene and felt the panic in the second.
I understand you are using RPG Maker, but see if there is any way you can tighten the movement as it feels like I'm walking on ice. It doesn't help that there is only one tile connecting the different maps, especially when it feels as though I should be able to move to the next map from other tiles.
One thing I felt put a damper on the game near the start was when Timmy left the house for the first time and basically shouted foreshadow at the player with his line about what was going to happen over the next couple of days.
The school scene that followed afterwards was an interesting turn though, and I liked how you portrayed his feelings and mental state through the shadow like characters. I am definitely interested to see what happens next, and how it ends. I've already worked out a few things, I think, but I definitely want to see more.