Perfect for finding things that you have in common with your date. Remember the purpose of these questions is to ease you into a natural conversation, not just pepper them with questions. Once you have found a topic that you both have in common, spend some time finding out more. Oh, and remember to ask lots of follow questions and give elaborate answers to their questions, so they have something to work with.
What do you like to do in your free time? Are you more of an indoors or outdoors person? What was the last book you really got into? What are some movies you really enjoyed?
What amazing adventures have you been on? What pets have you had? What are you kind of obsessed with these days? Where have you traveled? Are you a morning person or a night owl? How many siblings do you have? What would be your dream job? What would you do if had enough money to not need a job? Who is your favorite author? What was the last show you binge-watched? What TV series do you keep coming back to and re-watching? What hobbies would you like to get into if you had the time and money?
If there was an Olympics for everyday activities, what activity would you have a good chance at winning a medal in? What would your perfect vacation look like? Among your friends, what are you best known for? What music artist do you never get tired of? What are some accomplishments that you are really proud of? What are some obscure things that you are or were really into?
What are some things everyone should try at least once? What fad did you never really understand? What would your perfect morning be like? Is there any art or artist you are really into?
What are you always game for? What do you do to unwind? Who is the kindest person you know? Who are your kind of people? What would be the best city to live in? What household chore is just the worst? If you could give yourself a nickname, what nickname would you want people to call you? What odd talent do you have? If you could give everyone just one piece of advice, what would it be? What country do you never want to visit?
What wrong assumptions do people make about you? Do you prefer to work in a team or alone? What has been the best period of your life so far? How have you changed from when you were in high school?
How techie are you? Where is the most fun place around where you live? Have you ever joined any meetup groups? Where would your friends or family be most surprised to find you? When do you feel most out of place?
How did you come to love your one of your favorite musicians? How did you meet your best friend? What small seemingly insignificant decision had a massive impact on your life?
Where would you move if you could move anywhere in the world and still find a job and maintain a reasonable standard of living? Would you like to be famous? If yes, what would you want to be famous for? If no, why not?
What did you do last summer? If you lived to , would you rather keep the body or the mind of yourself at 30 until you were ? Before you make a call, do you rehearse what you are going to say? What are you most grateful for? When was the last time you sang to yourself or to someone else? If you knew you were going to die in a year, what would you change about how you live?
When was the last time you walked for more than an hour? What did you do for last holiday? Or What will you do for next closest holiday? Best and worst flavor ice cream? What would make for an excellent new ice cream flavor? How much personal space do you need to be comfortable? What fad or trend have you never been able to understand? What TV shows did you watch when you were a kid? What do you like but are kind of embarrassed to admit? What skill or ability have you always wanted to learn?
Where was your favorite place to go when you were a kid? What says the most about a person? What machine or appliance in your house aggravates you the most?
What places have you visited that exceeded your expectations? If you opened a business, what type of business would you start? Besides your home and your work, where do you spend most of your time? If you could have the answer to any one question, what question would you want the answer to? What are your top 3 favorite things to talk about? What do you care least about? Where would you like to retire? What are people often surprised to learn about you?
Would you rather live full time in an RV or full time on a sailboat? What would you do with the extra time if you never had to sleep? When you were a kid, what seemed like the best thing about being a grown up? What were some of the turning points in your life?
What companies made you so mad that you would rather suffer bodily harm than give them any more of your money? What small things brighten up your day when they happen?
What sports would be funniest if the athletes had to be drunk while playing? If you could send one letter to yourself in the past without the goal of making yourself rich no lotto numbers, stock picks, etc. How many other countries have you visited? What do you miss about life 10 or 20 years ago? How often do you dance? What do you never get tired of? What habit do you wish you could start? Who besides your parents taught you the most about life? In other words, when do you feel most like yourself?
How much social interaction is too much?