Did some more. It guessed correctly:

James Wilson
Henry Spencer
Lucas Douglas
Simon Amstell
David Mitchell

Stumped him on

Harry Sullivan
That one dude that John Barrowman played on Desperate Housewives

Damn, guessed Shadow from American Gods. I knew he had me when he asked if they'd been in jail and if their wife was dead right in a row.

But funnily enough, I did Malachi Constant from Sirens of Titan and he guessed Kilgore Trout from Breakfast of Champions. Good ol Vonnegut

Edit: got it on the second try though.

Edit 2: **** IT GOT CHANCE FROM BEING THERE. THOUGHT I HAD A CHANCE (;)) Funnily enough, almost every answer was no.

Didn't get Afrojack. He's quite popular too! He might be too new or something

Got him with Paul Stamets. Had to add him to his database :P

he isn't too good with Post-Punk.

he was able to guess Marcel Duchamp and Hal-9000

but not Karen Carpenter

after three guesses it guessed Anais Nin

It didnt get Craig Cash, who is quite well known in England.

I tried with small characters in big TV shows. It didnt work. It knows who Mr. Heckles is.

HA!

my person was Paul Allen and it guessed Bill Gates!

He guessed John Lennon instead of Ian Curtis. :cool:

****ing Akinator. I remember he guessed Pete Townsend for Paul Simonon once, I couldn't be bothered with him after that.