So, like your submission for May Wolf, first I want to acknowledge that it's admirable that you keep trying to go above and beyond normal visual novel mechanics and add actual gameplay to these jam submissions, especially considering the short timeframe that entails. I think you went even further here by making your own assets this time (and there are a lot of them!) instead of using the stock sprites, and I think they look pretty good. The sprites for our two leads are solid, the not-Game Boy display is cute, and the motorbike CG (and its alt) is charming and atmospheric.
With all that said, and as you indicate yourself in game, the gameplay is... janky. I actually ran into some trouble way before even getting to the JoyPort with the radio minigame. The frequency and volume lines didn't actually line up with the blue lines correctly and I was only able to advance basically through trial and error. Getting to the JoyPort section, even with the tutorial it took me a while to figure out what exactly I was supposed to do. Some things I actually still don't understand having finished the game. Like what does "press to resonate" mean? I got through the whole section without ever using Dierre's ability so I'm not sure if it actually does anything at all?
Control-wise, I know you specifically state how to do it, but like ->, N, ->, E, N, N, E is a long sequence of button presses for just, like, "hit that thing in front of you", and I honestly don't think I'd have ever figured it out had you not explicitly spelled it out. I also think the JoyPort segment dragged out a bit too long. Like, I really don't think we needed to run the basic "move right with Lufo, hit the enemy, then move right again" level 10 times to get to the ending. I see what you were going for with struggling over and over again before reaching catharsis, but I don't think you needed to actually have the player go through all that repetition to get there.
Spoilers from here on out.
With all that said, the whole JoyPort sequence kind of felt thematically and narratively unnecessary to me? Like generally when you have a story where two characters are thrust into a situation where they have to work through challenges as a metaphor for real life struggles, there's a lot of tension in the scenario. They're put into that challenge, in this case the game, because that's the only way they'll be able to resolve their issues. An example of this is It Takes Two, where the two leads are a couple getting divorced that are accordingly quite bitter with each other and have to overcome those emotions. In this though, there's like, no tension at all. Both Dierre and Lufo are happy to see each other, both are amicable and open to getting to know each other again. On top of that, what Lufo is actually self-conscious about kinda feels... not that big of a deal? Like, he was kinda jealous of Dierre's popularity, and that's really it (he also says after they're out of the game that he confessed his feelings in there, but I actually didn't see anything like that).
With the way the actual conflict is presented, these two really don't need to go through the game since this could all be very easily resolved in like five minutes. "Why are you sorry?" "Because... because I used to be so jealous of you and pushed you away!" "Oh, that's fine. I literally didn't even remember that and it's not that big of a deal." "Okay, but I also had a crush on you because I've been gay the whole time!" "I am also okay with this. Wanna make out?" Problem solved, no Game Boy isekai required.
There are a few other issues here and there like some of the dialogue feeling a little stilted (and Lufo calling into the station would have probably been way more awkward for anyone else listening than the game makes it out to be) but you're definitely trending in the right direction with your composition since Afterparty. Glad to see you're sticking with it!
Final score of 7 late night smooth jazz LPs out of 10 bootleg Pokemon Yellow cartridges.