It wouldn't be called rules.  You just can't pick "Girl A" or "Student 1" in the background since that would be pointless.  The game has limitations obviously, but as long as we fed it more information (I hope all of you are doing too), it'll cover everyone soon or later.

He got close to mine Gwen DeMarco from Galaxy Quest is who i thought of, which is played by Sigourney Weaver. It got Ripley from the Alien movies so it was close.

ok beat him again with harlequin from shadowrun.

now for round 3

pretty cool it got Chris Farley, Chiaki Kuriyama, Hilary Duff, Mario, and Michael Cera but did not get Duke from GI Joe's

lol wow, that was kinda creepy. he guessed xena and one of the most random anime characters i could think of

Did anyone get Momiji? It didn't get her, but it did have her in the database. Maybe I'm answering the questions wrong?

finally it got me on doctor steel.

and again on travis touchdown.

I was thinking of Harrison Ford and it first came up with Shia Labeouf and then it came up with some bald porn star even when I said the person wasn't bald.......

I beat it on Charles from Cyanide and Happiness
http://www.explosm.net/comics/449/

Now I thought of Jimmy Lee and it came up with Shen Woo from King of Fighters. I broke it.....