

The game Look Outside has a bunch of fake video games in it that your character can play to get XP and learn skills, and there’s some funny character interactions with them. Likewise the Sims series has games that your sims can play.
There’s also SBURB from Homestuck (which starts as a video game at least) and the various games from Kidd Radd, which I don’t know if that’s archived anywhere but I hope it is [EDIT: It is indeed!]

(Flashing imagery warning for the links in this post!)
Recently I’ve been into Yello. They’re a really cool band who doesn’t get nearly enough attention. You probably only know them for Oh Yeah and/or The Race, but they’ve done a lot of other cool stuff too, and they’re still together!