[Silver_Wolf_Kitty]

Man, he got me on the first one I thought would stump him! I sense I'm going to have quite a bit of fun with this.

So far I have tried...
Maki Horikita
Dr. Drew
Heidi Fleiss(I managed to get to the second round with her).

Edit:
Mad Hatter
John Lennon(because I had to see the questions)
Jwoww