| I get tons of conversations going with some of these openers:
• What’s your favorite Dr. Seuss book?
• What’s the longest you’ve gone without sleep?
• What’s the habit you’re proudest of breaking?
• What’s your favorite web site?
• What was your most recent trip of more than 50 miles?
• What’s the best bargain you’ve ever found at a garage sale or thrift store?
• Where were you on September 11, 2001?
• What do you order when you eat Chinese food?
• What’s the best costume you’ve ever worn?
• What’s your least favorite word?
• If you had to be named after one of the 50 states, which would it be?
• Would you state you were guilty of a crime you didn’t commit to free a loved one?
• Where is your favorite place to sleep? Where is the strangest place you’ve ever slept?
• At the beginning of a relationship, do you trust your new partner unless there is something specific to make you do otherwise, or do you withhold your trust until he or she has earned it?
• Who do you think is the most beautiful person alive today?
• If you could change one day in your life, not a single decision, but one pivotal day, which would it be?
• Which month of the year do you think would best describe your personality.
• If you could ask God any single question, what would it be?
• If you could be invisible for one hour, where would you go and what would you do?
• What do you remember about your first day at school?
• If you could suddenly find out that one work of fiction was actually true, what book would you select?
• Have you given any gifts with messages engraved upon them? What did the inscription say?
• If you could travel into the future, how far would you want to go?
• Do you think the world will be a better or a worse place 100 years from now?
• Who is the most important person in your life?
• Describe yourself in one word.
• What is the meaning of marriage?
• Are you attracted to people whose personalities are similar to yours or very different?
• If you could undo one thing your parents did, what would it be?
• Have you ever faked an illness to avoid doing something you didn’t want to do?
• If you were to name the absolute best gift you ever received as a child, what would it be?
• What’s the most exciting thing you’ve ever done?
• What are your talents/specialties/ what makes you unique?
• If you could live anywhere in the world, where would it be and why?
• If there is one thing that you could do for the rest of your life, what would it be?
• What’s something weird about you? (They tend not to answer this one as much)
• What do you do for fun, (besides school/work)?
• What’s a significant event in your life?
• What do you keep the most hidden?
• What is your most vivid childhood memory?
I should note, I have like a thousand of these types of comfort builders just canned. With questions and topics like these, you can converse for hours on end. The real challenge is just transitioning from topic to topic. That is something that get's easier only through practice though. As a waiter, I'm pretty refined in this art.
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