Before I get to anything else, I want to acknowledge that this feels like a massive improvement over your May Wolf submission. I haven't read anything else you've produced outside of this and Find Your Light, but you definitely feel much more comfortable and natural with a small-scale story like this.
With that said, while I think this generally accomplished what it set out to do, it felt a bit too thin for me to get really into it.
Presentation was fine across the board - the art looked a little too South Park-y for my personal taste, but I still think it's cool that you went through the effort of providing your own assets for the project. Music worked well enough (other than a very brief and abrupt shift in the coffee ending, which I'll touch more on in a bit) and the writing had few noticeable proofreading errors, though there was at least one point where the narration erroneously switched from first to second person ("Ken positions himself across from you"). In terms of writing style, while I support the effort to make the narration colorful and detailed, the intro kinda overdoes the figures of speech. Similes and metaphors can be really helpful, but if you have them every other line they start to lose their effect. It's okay to spread them out and make sure the ones you keep in are the most vivid and effective.
Last note on presentation, but it's always helpful to have different coloration on the dialogue tags to tell characters apart. This was a small cast so it's not that big of a deal, but probably just a good habit to have.
Plot spoilers from here.
As I said above, I think this generally accomplishes its goal, which is to convey the sadness and frustration of leaving your only friend and the nagging feelings of self-doubt that go along with that. There still feels like there are bits and pieces missing to help really sell this though. We get a lot of descriptions about how Eddie is listless and melancholy and how Ken helps him out mostly just by being there for him, but we don't get a lot of "why". I understand some of this can be filled in by the reader (I moved around a lot as a kid, and yeah, it sucks), but there's still so much you can explore by fleshing out the protagonist here. Why does he struggle with making friends? What about Ken is different (besides just being generically nice)? Why does he feel like there won't be another person to be his Ken in the new town? All this helps us gets the reader invested in the characters struggles in a deeper way than just remembering being sad.
Two other main gripes here:
1) Eddie and Ken just chatting away through wrestling practice does not feel like a realistic venue for that discussion? Wrestling was never my chosen sport, but I can say for sure that the sports I did play didn't really have that much time for shooting the shit during drills. Feels like that should have been an after-practice conversation. Ken asking the coach what he was like as a kid in the middle of practice also felt out of place, like I can't really imagine that interaction going the way it did in real life, and it honestly doesn't add much to the story anyway. The coach doesn't really have any notable impact on Eddie's perspective, and other than some generic life advice to not be an ass as a kid, he doesn't really provide much of substance anyway.
2) As others have pointed out, the first two endings feel really thin and abrupt. The coffee ending is especially jarring with the red flash, sudden shift in BGM, and the appearance of self-doubt mouse (which, as someone else pointed out, is obscured by the dialogue box) before everything ends and we're kicked back to the menu. I see what you were trying to do with these, but I think (especially given how short the game already is) it would have been more effective to have just one ending and have that self-doubt mouse show up at various points throughout the day, finally disappearing when Eddie gets his last hangout with Ken.
Overall not a bad showing at all, but I feel like it could've shined a bit brighter with some tweaks. Always love to see the effort here though.