What’s something about yourself that you hope will change, but that probably never will?

What sexual activity do you consider totally off limits?

What’s the biggest romantic fail you’ve ever experienced?

Of the people in this room, who do you most want to switch lives with and why?

If you could erase one past experience, what would it be?

When’s the last time you were flat-out rejected and how did you handle it?

What’s the cruelest thing you’ve ever done to a friend?

What’s the most childish thing you still do?

What's your most embarrassing high school experience?

What is a piece of advice you've followed, but didn't work out in the end?