Totally agreed on Dr. Langeskov, a very funny and clever short little game, that has actually quite generously been freeware since its first release.
There is no good reason not to check it out. It's by the people who did the also-brilliant 'The Stanley Parable', so sharp humor + insightful dismantling and examination of assumed video game tropes and designs is a given.
-The Stanley Parable asks us a lot of things about the design of games but primarily why games, structurally, don't give us more choices while also asking if the choices given in a game can really mean anything.
-The Beginner's Guide asks us to examine the relationship between a creator and their creation, and examines the danger of reading too much into an author's work. It is a comment on obsessive fandom, basically.
-Dr. Langeskov, finally, asks 'what if the player were not actually starting this game as 'the player', but as some sort of backstage assistant in the game environment setting things up and triggering events and hazards for the real player of the game?'
Davey Wreden, Galactic Cafe & Crows Crows Crows = awesome meta commentary.