I found this website http://us.akinator.com/# where you think of any character from a game, movie, real life, anything so long as it exists. It asks you a series of questions and then guesses who it is. All I can say is that it is a genius, so far I've only been able to trick it once, and that was becuase I cheated just a little bit.

My guesses so far:
(from league of legends)
Nasus
Talon
Ziggs
Varus(hes not actually out yet, so it was kind of cheating. He guessed Mordekaiser) edit: I went back and clicked keep guessing, and he actually guessed Varus after a few more questions. I'm kind of freaked out about how accurate it is from only ~15-20 questions.
Daniel from Amnesia
Chell from portal
Anakind skywalker


Funny thing, when he asked 'is your character from a Valve game' the next question was 'does your character speak'.

We're all very familiar with the Akinator here. We taught him about Rohugh.

Akinator has a crappy record with me, apparently I know too many esoteric historical figures.

It took him 30 questions, but he got it eventually.
Blick Winkel.

Damnit I didnt expect him to get it.

Maybe its just becuase i'm only using video game characters but I have yet to fool him. I shouldn't be surprised by this, but I am.
EDIT: wow, 18 questions and it guessed the paddle from pong, I honestly dont know if theres a game that it can't guess.

I just beat him with Kuchiki Toko a character from a VN.
He got her the second time though.

Also beat it with Rimu from deardrops.

He was very close! I guessed Dr. Strangelove, he guessed General Turgidson on his second guess.
On the front page, from last ten games: 'You guessed blue waffle, I guessed blue waffle' D:

Muahaha! I beat it with Amabel Swanson from Penumbra: Black Plague

Edit: And it guessed my second person, Divayth Fyr from Morrowind! I was highly impressed by that one.

And I just beat it again with Garth One-Eye from MTG Novel "Arena"

And it beat me in like 8 guesses. Fox McCloud aka Star Fox

It couldn't guess http://www.youtube.com/watch?v=WICfZ4_V-ys

It got Ted Striker from Airplane! though, after a missed guess of a Will Ferrel character.

I'm guessing Rohugh... it got a bear doing less than forum-friendly things on Conan O'brien D:, and then it got Rohugh.

Holy [censored]....It freaking guessed SCP-682 from the SCP-Foundation site! HOW IN THE BLOODY HELL DID IT FREAKING GUESS I WAS THINKING ABOUT A KILLER LIZARD?!?!??!! AHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH

Ok...I"m calmer now...I'm just...stunned. How in the hell did it guess that ><

Apparently he's a brony.

Ha! Stumped him with Rarity's kitchen sink. Maybe that doesn't count.

It just managed to guess Kilo from the Syndicate reboot that came out this year.

Wow, it also managed to guess Connor from Assassin's Creed III.

Got Jace Berlan within 15
Got Phage The Untouchable after 30 (Guessed Chandra Narlaa first)
Couldnt get Garruk.
All from MTG

It also just guessed Niftu Cal correctly.

Ha! I defeated him with Genly Ai, a character from The Left Hand of Darkness.

Beat him with SCP-076-2 "Able" and SCP-670 "Family of Cotton" Oooohhh yeah. Surprisingly though, he does have quite an extensive list of SCPs and Foundation Personnel on his list. Actually guessed Dr. Alto Clef from the foundation for SCP-076-2

He can't get Phil Elvrum

Thought that one would also be easy for him.

Beat him with Dallas from Payday: The Heist.

It guessed The Guide from Terraria, incredible. I honestly didn't think it was going to get it, the questions were vague, and he did it in something like 13 questions.

He couldn't guess Alric do Rei from a relatively obscure game - Armies Of Exigo.

Edit:- Confused characters from two games.

Beat it with several characters from Echo Bazaar, but the last one it actually had the creatures name in it's database "Jack of Smiles" I'm pretty sure I have a winning record now ^^

I remember this site. Definitely a fun little program.

It guessed Horned Reaper quite easily but guessed wrong on the first try for Xellos (Slayers) - it guessed Akira Fudo instead. But it got it right on the 2nd try/series of questions.

It guessed Job from the Bible, and I have no idea how, the questions it was asking were incredibly vague, and not really linked to Job at all. A lucky guess I would have to say.

It got what I was thinking but took two tries. At first it guessed something like meh, somebody who keeps clicking probably/partially. Aleister Crowley
Pretty impressive.