The explanation for the burned CDs from the main character is the school has a burner that cost thousands of dollars and she sneeks into the computer lab to use it. I can remember an older kid on my school bus, I think in 96, having a burned CD filled with games and a hand written listing of them in the cover. My understanding was it was a friend of a friend that burned it for him and he paid something like $20 for it. It would have been 98 or 99 that my dad purchased our first CD burner and we weren't wealthy.
No school would have blown the money on a burner like that in the early to mid 90s(not to mention burning an audio CD at 1x or 2x would have taken well... 1x or 2x the duration of the audio which is also absurd use for a school. As the price came down, sure. The late 90s, sure they would have been readily available without being exclusively for the wealthy, and by 2002 they were dirt fucking cheap as IDE devices.
So if we assume this is the late 90s...
I don't know anything about skaeboards, but the main character comments about disliking the trend towards narrower skateboards.
And this is part of the problem of the game not knowing what era its in. That skateboard transition happened in the late 80s and very early 90s. By '92 or '93 you'd only see skateboards like that in the toy aisle of a k-mart and nobody wanted them. The trend away from them had already been done and over with for years by the late 90s, at which point if anything more longboards were floating around. Even ignoring that the game doesn't know what time period it wants to be set in, this still makes the character an anachronistic hipster. But even still, the 3 main characters are ALL hipsters riding around on older style skateboards because... reasons?
Meanwhile there's no mid to late 90s boomboxes, cars, or anything else to be seen. Outside of companies like Volvo, the boxy 80s-early 90s vehicle stylings had been largely abandoned. Even companies like Cadillac and Buick were rounding off their boomer-mobiles with the floaty suspension by then.
The portable stereo thing. Shit had already been trending by the late 90s to end up looking like a Sony CFD-510 or similar. Meanwhile everything shown looks more like a Realistic SCR-3 from the early 80s.(they actually look more like modern "retro" bullshit with crappy tape transports than anything actually from the 80s but that's beside the point).
This game is fake nostalgia slop for reviewers that don't know wtf they're talking about. They went out of their way to license a bunch of songs from the 70s through mid 90s, but then also licensed a Mitch Murder track from 2011?
Oh, it's more synthwave faux retro bullshit