Imagine if, after this timeskip that's meant to happen (providing it's a decent chunk of time), Stan does an almost complete 180 turn. Tired of being overlooked or pitied by the girls around him, and somewhat disgusted with his position in life, he decides on some self-improvement. He moves out (for the surprise factor later), starts going to the gym, makes some friends who aren't total nerds, and gets a makeover. By the time he comes back he's a big improvement from what he once was, and with his new look and more confidence, someone who could be worth considering by some girls.
I highly doubt that would happen, or that Eva cares enough about Stan (in comparison to other characters) to put that kind of time into him, but I do think it would be kinda interesting. Seeing as a bunch of other characters have growth paths, and who knows what transformations along the way, it wouldn't be the craziest idea if the player's choices could influence that. I mean, when you look at Stan he doesn't look great, but facial-feature wise he's not hideous, and he doesn't have a complete deadbeat personality, either (yet).
But yeah, I don't hate Stan. I actually care more about Stan then I do no-personality Jeremy, and I hope he isn't resigned to simply being the stereotypical creep/peeper/perv with no greater aspiration within the story, or to go further down that path and become a complete Simp, White Knight, or Incel. I mean, I think it would be great if the player had the choice to influence his outcome one way or another.
Also, I think a made-over/timeskip Stan and Holly would be kind of cute.
