Something like Retro Game Challenge, but for Western games. The idea behind Retro Game Challenge is that you play clones of NES games with achievement challenges to "advance" the story, as clones of games in the style of later NES games would come out. It had clones of games like Ninja Gaiden, Galaga, Dragon Quest. It also had game magazines written much like those of the time. The whole thing is a nostalgia trip.

In this case, it probably would have to be PC games. It could even have a cute minigame where you unbox and drop in your first 3D card.

Closest thing I've seen to it has been Arcade Paradise, but the games (along with the rest of the gameplay) weren't as good in that one. They also weren't all retro-inspired, as there's clones of match-3 games and Vampire Survivors.