I've gotta go with the Milkman Conspiracy on this one - if only for what the G-Men say when you get near them. I particularly like the road crew. If you stand near them long enough, one of them manages to get out: "That woman's breasts. They are large." Best lines in the games, came from that... And their serious delivery helped, too. Besides, Raz saying "I am a grieving widow", "I am a road worker. This is my stop sign", had such an air of suppressed pride to it that I couldn't help but laugh. Way too much. When I wasn't busy being seriously freaked out by the place - that area's unnerving.

For pure trippiness, though, it's gotta be Black Velvetopia. The blacklight artwork - neon on black velvet - that was just awesome. And painful, at some points. But awesome.

And for level playability, Waterloo World, definitely. Just the idea that you're playing on a little gameboard against Napolean, and the way it's pulled off... That's just cool.
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I am stuck between the milk man's conspiriacy and Fred Bonapartes. The milkman because it is very funny and freds because it's cool
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My favorite brain is probably Black Velvetopia because it is really fun and easy, plus Raz looks cool.
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