DrakeNier series: Starting by red dragon falling from sky in 2000s. Through guy in medieval, postapocalyptic 3400s trying to save his sister. Ending on androids in maid suits fighting a war against machine lifeforms and preparing Earth for return of humanity, in 11945.
Also I didn’t tell about origins of the dragon, because I haven’t played Drakengard series yet.
I´m sure, that Linux memers here would tell you, that Windows users are such masochists.