First date questions and conversation starters

Having a first date can be quite scary, especially if you worry about what you two will be talking about. We have prepared some questions for your first date based on different topics that you might want to explore. You can use these first date questions as conversation starters and inspiration - so when you get an awkward silence you already have something in store that can help you out. Use these questions as a guide, not as a to-do list, and let yourselves explore wherever the conversation might bring you. Don’t make your partner feel like it is an interrogation - try to stay natural and pay attention to what they have to say. We have arranged the list of questions based on free time and hobbies, family and background, favourites and questions about values and deeper connection.

Questions about free time and hobbies

Getting to know how they spend their free time and what interests them is a great talking point. You can get to know their personality through their actions and based on what they focus their time on. Try to pay attention to every detail, maybe one of her favourite hobbies are mini golfing - so you already have a great location for your next date.

• What do you like to do in your free time?
• Do you prefer indoor or the outdoors?
• What was the last book you have read?
• Are there any interesting adventures that you would like to share?
• What was the last show you binge-watched?
• What TV series or movie do you like to re-watch over and over again?
• What hobbies would you like to get into if you had the time and money?
• What music artist do you never get tired of?
• How do you unwind after an exhausting day?
• How often do you dance?
• What do you never get tired of?
• Is there a habit you would love to start?
• Do you have any habits you would like to get rid of?
• What’s the last new thing you tried?
• Besides your home and your work, where do you spend most of your time?
• What’s something you’re interested in that most people wouldn’t expect?
• What small things brighten up your day when they happen?

Questions about family and background

Getting to know where someone is coming from and a few facts on how they grew up, what they achieved and what they went through helps to understand their current personality. Learning their habits, likes, dislikes and how they see themselves is such an intriguing topic.

• What pets have you had?
• Which countries have you visited?
• Are you a morning person or a night owl?
• How many siblings do you have? Do you want to talk about them?
• Do you have a dream job?
• What are some accomplishments that you are really proud of?
• Who is the kindest person you know?
• Where’s the strangest place you’ve ever been?
• What’s the silliest fear you have?
• What would be the best city to live in?
• Which household chore do you hate?
• 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?
• Have you ever joined any meetup groups?
• Where would your friends or family be most surprised to find you?
• What’s the most relaxing situation you could imagine?
• What is the most beautiful view you’ve seen?
• What’s expensive but totally worth it?
• When do you feel most out of place?
• What’s the most recent thing you’ve done for the first time?
• How did you meet your best friend?
• What small seemingly insignificant decision had a massive impact on your life?
• What did you do last summer?
• What TV shows did you watch when you were a kid?
• What’s the best meal you’ve ever had?
• What’s the most amount of people you had to present something in front of?
• What places have you visited that exceeded your expectations?
• What nicknames have you had throughout your life?
• Among your friends, what are you best known for?

Questions about favourites

If you are out of questions, you can always fall back on asking about their favourites. You can even make it a game and ask the most ridiculous favourites, like what is your favourite hour of the day, or which coloured cat is your favourite. Asking about these silly things may bring up some other topic territories that you both will have fun exploring.

• Who’s your favourite actor or actress?
• What’s your favourite piece of furniture you’ve ever owned?
• What’s your favourite restaurant?
• What’s your favourite international food?
• Who’s your favourite character from a TV show, movie, or book?
• What’s your favourite smell?
• Where was your favourite place to go when you were a kid?
• What are your top 3 favourite things to talk about?
• What’s your favourite holiday?
• What’s your favourite thing to do outdoors? How about indoors?
• What’s your favourite quote or saying?
• What is your favourite movie?
• What’s your favourite alcoholic and non-alcoholic drink?
• Who is your favourite author?
• What’s your favourite app on your phone?

Questions about values and deeper connection

Having started with the basics you can now dive into the more intimate questions about values. These questions help you understand the beliefs and values of your partner and through this you can achieve a deeper connection. 

• Who is the most fascinating person you’ve met?
• Who are your kind of people?
• If you had the power to change one law, what law would you change?
• What would you do if you had enough money to not need a job?
• 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?
• What are some obscure things that you are or were really into?
• What are some things everyone should try at least once?
• What’s the best thing that has happened to you this month?
• What would your perfect morning be like?
• What are you always game for?
• 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 would you like to know more about, but haven’t had the time to look into it?
• 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 you lived to 100, would you rather keep the body or the mind of yourself at 30 until you were 100?
• Before you make a call, do you rehearse what you are going to say?
• What are you most grateful for?
• What do you think is essential for a good friendship?
• If you knew you were going to die in a year, what would you change in your life?
• All modesty aside, what are you better at than 90% of people? It doesn’t have to be useful or serious, it can be something ridiculous.
• How much personal space do you need?
• Do you consider yourself more introverted or extroverted?
• If you could go back in time as an observer, no one could see you, and you couldn’t interact with anything, when would you want to go back to?

Meet the author, Anna, a passionate advocate for love and romance. Finding her soulmate at a young age, she counts her blessings daily. Anna and her partner believe in keeping the spark alive, continuously crafting exciting date ideas to inspire others. Her love for romance extends beyond real life - she's an ardent fan of romantic comedies in movies, series, and, especially, books. With an unwavering optimism, Anna consistently seeks the silver lining in all aspects of life.