Well let's get you to 1,000
1) Do you read erotica?
2) What is your favourite type of erotica?
3) Have you ever played strip poker? If not, would you?
4) What's the silliest mistake/thing you have ever done?
5) What's the most embarrassing thing you have done, or happened to you in public?
6) Have you ever been in a car accident?
7) What's the scariest thing you have ever done or happened to you?
8) What in your life are you most proud of?
9) Would you rather be completely bald or hairy all over?
I think that should do it
Spanks with a cane
(or strong stick (at least 1 foot long) if you don't have a cane)