1) Have you ever shaved your head?
Not yet, what am I offered?
2) Flip Flops or Sandals?
Sandals, flip flops only used as shower shoes at places like the pool or club.
3) What was the most common first name among your peers at school?
Bob, we were inundated with palindromes.
4) You get to save either your sight or your hearing. Which?
5a) You have to cut a significant number of calories from your current diet. What goes?
Cheese; but, not the red wine.
5b) You have to add a significant number of calories to your current diet. First choice?
Pizza, to go with the Chianti!
6) A new banknote or coin is being issued in your country. Who should be pictured on it?
Lady Luck. Allegorical; but, Ivanka can model for it.
7) What color goes best with yellow?
Teal. 
8) What is your favorite word with four syllables?
Irregardless.
9) Do you prefer to watch the summer or winter Olympics?
Winter, especially women's figures skating. No, that's not a typo.
10) How should we?
Like all of existence depended on it.