Kajin said:
I keep trying to get him to guess Karrin Murphy from the Dresden Files but every time I do he says that he knows who it is but won't verify it because he thinks it's unsuitable for children. This is in spite of the fact that he keeps getting Harry Dresden and Thomas Raith from the same series >.<
Based on this, I tried Karen Murphy. He got it in 20 guesses, but had no picture of the character (since the only one that exists is from the Dresden comic books).
Weirdly, he never asked if she was from a book, or a police detective.
Edit: And since you've got me thinking Dresden Files, I went with Maeve. It guessed Mab, but it was talking about general Shakespearean Mab, and anyway, wrong Fairy, so I ended up beating it after 80ish rounds and four guesses.
I'd do Leane Shidhe next, but... honestly, almost all the questions I just answered would be the same, except for a couple of the age and hair-color ones.