How about 24 hour ladder session? 
THEORETICALLY if I were to do a 24-hour marathon stream to raise money for the "Help Fund Creighton's December Rent Payment" charity next week, what game would you like to see?
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I could do a "bronze to wait, still bronze" series.
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Dark Souls (I am sadist, I know) or Outlast I guess would be entertaining :P
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I fully support the "ladder session" concept, but an SC2 or Starcraft Mass Recall campaign run would also be really entertaining. Also an RPG.
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Not gonna be picky about it, but it's always fun to see different players' approaches to more open-world RPGs like Witcher 3 and Baldur's Gate 2/3
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Civ game on marathon speed
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I originally voted Pokemon because I know you have a blast playing it, but looking at the suggestions and considering how much you love literature, I think a D&D game like good ol' Baldur's Gate 2 would be fun to watch you play.
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I think I played the original Baldur's Gate in my friend's basement years and years ago!
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How about a horror game since it's halloween soon, coupled with a chill game like Breath of the Wild
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Oh god. I can just imagine. Me alone in my empty shared office building in a bad part of town at 2AM. Playing a horror game and squealing like a little girl at a Jonas Brothers concert every time a jump scare happens. I'd have to buy some adult diapers to make it through.
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