My usual question list:
Watch, Star Wars, or Star Trek? Use whichever moves you find most relevant.
star wars
Read on a Kindle or paperback book?
paperback
Go to a play or musical?
musical
Go to the theater or a movie?
theatre
Hike or bike?
bike
Wear jeans or chinos?
chinos
Have a Margarita or Pina Colada?
Margarita
Drink a glass of Guinness or Fat Tire?
Guinness
Crash with friends or stay in a hotel?
friends
Visit Europe or Mexico?
Europe
Vacation in Hawaii or Alaska, and why?
Alaska always wanted to go there, and I'm not good with heat!
Go skiing or snowshoeing?
Skiing
Travel by plane, train, or automobile?
train
Enjoy a houseboat or speed boat?
speed boat
Go climbing or zip lining?
zip lining
Go to a comedy club or dance club?
dance club
Have a night out or evening in?
night out
Watch TV or read a book?
TV
Go canoeing or waterskiing?
Waterskiing
Camp in an RV or stay in a tent?
RV
Use Facebook or Twitter?
Facebook
Choose a free trip or money?
Always choose money lol
Win the lottery or find your perfect job?
win lottery so don't have to work lol
Swim in a pool or the ocean?
Ocean
Travel by sailboat or cruise ship?
Sailboat
Watch sports or play sports?
Play sports
Play dodgeball or kickball?
kickball
Who would you want with you if you were stranded on a deserted island?
Superman, could fly me home lol
If you could do anything you wanted right now, what would it be?
Fly a jet fighter
If money was no object, what would you do all day?
Just experience new things
Where do you most want to travel, but have never been?
Alaska
What is your favorite memory?
Who is your favorite author?
See previous answer above
What is your favorite book?
See previous answer above
What was your favorite activity in gym class?
prefer jogging or cycling or playing sport to keep fit, but if has to be gym, maybe yoga
What has been your biggest challenge?
What is your biggest success up until now?
What does your perfect day look like?
University or life experience, which do you feel best prepares you for life?
What is the one thing that should be taught in school that isn’t already?
If you were to create a piece of art, what would the subject be?
What one thing would you change if you had to do it over?
If you could go back in time, what year would you travel to?
What does your life say about you?
How would your friends describe you?
When did you last masturbate?
What did you use?
What did you think about?
What was the last thing you inserted anally?
Did you enjoy it?
How long was it there for?
Was it clean when it came out?
Is your vagina uneven?
Has anyone ever found out a sexual fetish of yours?
What happened?
Have you ever been really ashamed of something sexual you did?
What was it?
Do ever wear a butt plug?
If so, where do you wear it?
Have you ever had anal sex? Describe.
Have you ever had a real life slave/Master relationship?
What is the most embarrassing dare you have done?
What is the most dangerous sexual thing you have done?
Does pain or humiliation turn you on?
What type of porn do you like?
How frequently do you masturbate?
Do you punish yourself? If so, how?
Does someone else punish you? If so, how?
Have you ever had your genitals punished? How did it feel?
Do you get turned on my getdare?
Favorite degrading name to be called?
Least favorite degrading name you've been called?
Favorite way to be humiliated (public, exposure, tit/ball pain, writing on self, etc.)?
Do you enjoy being humiliated at your body's expense?
If you were to be humiliated via pet play, what animal would you pick to be and why?
Would you rather be humiliated for your weight, your tit size, or your body hair?
If one person in your life found out about your kink for being degraded, who would be you want it to be (ex-girlfriend, mom, best friend, etc.)?
What would be more humiliating for you? Being told you're an ugly, useless whore after sending a face pic, or being compared to a pig, told that you're fat and dirty after sending a full body pic?
Favorite way to be humiliated?
Most degrading fantasy?
What do you consider to be your worst pyshical feature? Do you enjoy having this picked out and made fun of, or are you self conscious about it?
Would you rather have a master/mistress who, when you are bad and don't obey orders, washes your mouth out with soap and sits you in the corner, make you kneel naked and act as a foot stool for several hours, or clamp your nipples and forces you to go out in public with them on under your shirt?
What do you consider to be the most degrading kind of porn?
Would you rather be forced to fuck a homeless person in his/her "spot" beneath a populated bridge (with a condom) or a rich woman/man in their office with the door slightly ajar (no condom)?
What would be more humiliating? Singing karaoke in a bar filled with people, having to buy condoms and cucumbers together at the store, or not being allowed to wear panties with your skirt?
Do you find having to shave pubic hair humiliating? If not, what do you feel about it (it's great, it's a hassle, etc.)