This got me on a Double Fine kick, I feel like replaying Brutal Legend (only beat it once on the 360) but I should probably go for Stacking and/or Costume Quest first since I never played those and they're considerably shorter.
CQ is just a nice timekiller: at first is woah nice, but then you realize is just another (some kind of... J?)RPG where you just press main button like it was Track&Field to skip through battles. Concept is amazing, though, as always at Double Fine, and overall it has this feel good atmosphere that I really appreciated.
Stacking instead is a full-fledged game, with an awesome concept and hilarious puzzles. For me it's the second best DF game after Psychonauts.
Brutal Legend could have been a fucking excellent game (except for the guy who got tinnitus playing it). It has a great story, even if you're not into metal stuff, great dialogues, outstanding chara design (the roadies!!! and that incredible cliff of amplifiers) and, of course, a great overall concept.
But I really can't understand why Schafer was stuck with that shitty unusable RTS system.
Back in the day, I totally sped through the game founding it amazing (and IIRC I got 100% on PS3), but in every single RTS battle I was stuck for hours because I just couldn't remember wtf I was supposed to do.
Like, they could have developed it more and better (say, up to half of the game), or just trash it. Instead they decided to use it for like 1/10 of the entire game so you (or at least I) never got the hang of it and always thought it was frustrating as hell.