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Let's start with the 5-way tie for third place:
-Kiel Chenier's "Random Tavern Entertainment" table should liven up your local dive and maybe give you some plot hooks on the way;
-Marquis de Carabas' re-skinned a huge chunk of Vornheim for use in a modern day “Vampire: The Masquerade” setting. Although I don't play Vampire probably somebody who reads this does--and it's hard to imagine them not finding at least some of his massive pdf useful--so he gets a prize;
-Next, the indefatigable wrathofzombies deserves a prize for his gruesome and inspiring "Grave Diggin'" table, perfect for those times when neither you nor your players knows what's supposed to be in that coffin;
-Adam's "Random Criminals" table gives you about 100 more (slightly neurotic) NPCs to play with;
-Steve of Bevedog's "Vornheim Communication Networks" is the kind of thing I wish I'd thought of when I wrote the book. And now, thanks to him, I have the opportunity to pretend I did.
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Now, second place goes to Jeremy Duncan's "Rival adventuring Parties" and "Rural Innn/Tavern" tables, which are interesting and thorough enough that a lazy GM could probably get a whole session of adventures out of them without much effort.
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And first place goes to Dan Voyce (quoth Connie: "That Dan Voyce is pretty creative") for his "Theater Amphisbaena" location, which I already posted and which I will be chopping to fit Vornheim Earth-Prime momentarily and also for his less-gigantic but still entirely disturbing and more-original-than-you'd-think-at-first "Nasty Little Idols" table, which I now reproduce here.
NASTY LITTLE IDOLS
By Dan Voyce (click to enlarge)

And Happy Birthday Gary. We still play your game.
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P.S. Wanna play via videochat? At least three DMs have posted games they will be running on the Constantcon thread already as of right now and a few more are threatening to. Check it out. (If you're interested in running or playing please do post there, not here, it'll make everybody's life way easier.)