125 interesting questions to get to know each other
Mental Health

125 interesting questions to get to know each other

In theory there are more than enough interesting questions to get to know each other for the first date and exciting topics of conversation and yet it’s not uncommon that you suddenly run out of things to talk about .

If you’re finding it difficult and can’t spontaneously think of interesting questions to get to know each other and suitable topics to talk about, then you’ll find a comprehensive collection of interesting questions to get to know each other below, which will ensure that awkward silences don’t arise in the first place and that you immediately appear likeable to the other person .

The topics of conversation are divided into a total of 4 areas for a successful getting to know each other (on the first date) . The following topics of conversation are also divided into exactly these 4 areas. The emotional intensity increases with each level and makes the next date unique and more exciting.

1. Questions to get to know each other for small talk

For example, use the following questions in the first few minutes of a date. These simple topics are simply meant to break the ice and provide initial, easy conversation material.

Try not to think too much about what you might say, but rather pay more attention to how you say it (body language, facial expressions, gestures) . These flirting topics are simply meant to start the conversation and “get it going.”

  • Where are you coming from?
  • Who are you here with?
  • Are you here often?
  • What kind of music are you listening to right now? (if the person has headphones in their ears)
  • On a scale of 1 to 10, how good a mood are you in today?
  • What did you experience on the way here? … Well, for me, it was a bit of an adventure…
  • Great weather today! What else do you do in such sunshine?
  • What did you plan to do and accomplish today? And what didn’t you accomplish?
  • Where and how (with whom) do you live and what is it like for you?
  • These are interesting shoes/earrings/pendants/pants/handbags etc. Where can you get something like that?

2. Questions to get to know each other for a “personal conversation”

The second type of interesting dating questions focuses on the current situation/circumstances/interests . These are simple and interesting questions that tell you more about your conversation partner, but don’t evoke particularly strong emotions in them.

It’s more about getting to know the person you’re talking to objectively (what essentially distinguishes them personally and professionally), rather than their character traits .

  • What are you currently working on and why?
  • Do you have nicknames? If so, what are they?
  • What are the 3 things that really get on your nerves?
  • How were you at school and what was your favorite subject?
  • Is there a song that always makes you want to dance straight away?
  • What were your most embarrassing fashion sins?
  • Is there a sport you couldn’t live without?
  • On a scale of 1 to 10, how messy/tidy are you?
  • How often do you see your friends and what do you do together?
  • What are the 3 words your friends/parents would use to describe you?
  • What do you like to do most in your free time and what exactly excites you about it?
  • If you won the lottery tomorrow, how would your life change, and what wouldn’t change at all? What three things would you buy first?
  • On a scale of 1 to 10, how adventurous are you?
  • Which YouTube channels do you subscribe to?
  • What was the best concert/festival/event you have ever been to?
  • Are you currently trying to learn something new? If so, what?
  • What are you currently reading? What are your favorite books?
  • What is your absolute favorite series?
  • What was the most criminal thing you have ever done?
  • What’s your favorite dish to cook? What’s your absolute favorite dish?
  • Who is your favorite actor/celebrity?
  • If you could learn a new language overnight, which would it be and why?
  • Which country/city do you really want to see?
  • On a scale of 1 to 10, how disciplined are you?
  • Have you ever skipped school? If so, why?
  • How much do you care about your health?
  • What was your worst investment mistake?
  • Have you ever been to the hospital? If so, why?
  • Do you play a musical instrument? If not, which one would it be if you could choose?
  • Do you believe in conspiracy theories? If so, which ones?
  • If you could get rid of one annoying habit immediately, what would it be?
  • What tasks do you tend to put off? How bad is it on a scale of 1 to 10? And why?
  • Have you ever been an entrepreneur?
  • What was the most horrible gift you ever received?
  • What was your best/weirdest costume at Halloween/Carnival/theme party/cosplay?
  • What do you think about the quality of the canteen/refectory/restaurants?
  • Which apps/websites do you visit most?
  • What do you spend the most money on? Clothes, partying, hobbies?

3. Questions to get to know each other for a “personal conversation”

The third stage of conversation, especially on a first date, involves asking questions that uncover interesting experiences and memories and evoke (positive) emotions in the person .

At the same time, it’s about building a deep connection with your conversation partner . This phase of getting to know each other is significantly deeper than the first two.

  • Have you ever been in a dangerous/life-threatening situation? If so, how did it happen?
  • Was there a moment in your life when you were really lucky?
  • What was your most exciting vacation and why?
  • What was your favorite toy as a child?
  • What did you collect as a child? (Stickers / Diddl sheets / Pokemon cards)
  • What is the most embarrassing thing that has ever happened to you?
  • Have you ever had a crush on a teacher?
  • Where do you see yourself in 5 years? Where in 10?
  • What’s your relationship with your mother? Your father? Your brother? Your sister?
  • What has been the biggest challenge in your life so far and what was the greatest insight associated with it?
  • Do you believe in the supernatural or God? Do you have any concrete experiences?
  • Where did you grow up? What was your childhood like?
  • What is love for you? Is there love at first sight?
  • What 3 things are most important to you in your partner?
  • What are you most afraid of?
  • Who is your greatest role model? / If you could choose from all the people in the world, who would you like to invite to dinner?
  • Who do you call first when you have good/bad news and why?
  • What do you do when you’re in a bad mood to get in a good mood?
  • Honestly, how good are you at keeping secrets?
  • Do you have a best friend? What makes this connection special?
  • Which cartoon did you like as a child?
  • When you meet someone new, what are absolute no-gos? (Outfit, conversation topics, mindset)
  • When you talk to your best friend, what do you talk about the most?
  • In which animal form would you like to be reborn in your next life?
  • What was the craziest dream you ever had?
  • If you had to express yourself artistically, what would that look like?
  • Do you have a bucket list? If so, what does it look like? What do you still want to experience/see? Why haven’t you done it yet?
  • What would you do if you had three wishes? Superpowers included!
  • What do you particularly like about yourself?
  • On a scale of 1 to 10, how jealous are you? Why?
  • What similarities do you have with your parents/siblings?
  • What were the most magical moments in your life? Who did you share them with?
  • What are the most important values ​​a friend must have?
  • What are your memories of your kindergarten days? What funny/embarrassing things happened to you?
  • Which person in your life is most important to you and why?
  • Have you ever had consciousness-expanding experiences? For example, through meditation, near-death experiences, summoning spirits, etc.?
  • What do you like most about your best friend?
  • If you could change one thing about your character, what would it be?
  • What was the nicest compliment someone has given you?
  • What has been your greatest success in life so far?
  • If you realized in a dream that it was a dream, what would you do?
  • What are you most grateful for in your life?
  • Is there something you’ve been dreaming of doing for a long time? Why haven’t you done it yet?
  • Would you say you are a good listener?
  • What are your favorite sappy movies?
  • Are you superstitious?
  • What was the worst pick-up line you’ve ever heard?
  • What is your favorite Disney movie?
  • If you could go back 10 or 20 years in a time machine, what would you want to make clear to your self? What would you want to warn them about?
  • How did you meet your best friend?
  • Do you want to get married someday? If so, how?
  • What are you really good at? What is your biggest weakness?
  • Do you want to have children later? How many? What names would you give them?

4. Questions to get to know each other for an “intimate conversation”

The final stage is the intimate conversation topics. These questions are partly sexualized flirting topics that reveal a person’s interesting experiences and memories and evoke (positive) emotions in them .

  • How do you behave when you really like someone?
  • Have you ever fallen head over heels in love? What was it like?
  • What was your first kiss like?
  • Would you describe yourself as sexually open-minded?
  • Have you read 50 Shades of Grey or seen the movie? If so, which parts did you particularly enjoy? What about it turns you on?
  • What is your most embarrassing dating story?
  • What is your stance on the following points: masturbation / sex / hot affair / relationship / open relationship / sexual abstinence?
  • Are you jealous? What have been your strangest experiences related to jealousy?
  • How was your first time?
  • What was the most exciting place you’ve had sex so far?
  • What do you particularly like in bed?
  • What do you definitely want to try in bed?
  • Imagine you were a man/woman for a day. What would you do?
  • Have you ever had a one-night stand?
  • Ever had a threesome?
  • What does sex mean to you? Is there sex without love?
  • Do you watch porn? Which one? What does your dirty browsing history look like?
  • Do you have any unusual tattoos or piercings?
  • What does your sexual horoscope look like? (Google it directly on your smartphone)
  • How were you educated and by whom?
  • What was your most embarrassing sex accident?

Good transitions or changes of topic

I hope you understand that this is certainly not about working through a “list of questions .” Rather, it’s about trying to correctly assess your current level of connection and trust ( social calibration ) and then naturally introducing interesting questions that fit this level of trust between you both

. If you suddenly notice the conversation starting to stall and you no longer know what else you could ask or say about your current topic, it’s probably better to drop the subject immediately and transition skillfully to a new and more interesting topic.

Feel free to use transitions like the following to make the change of topic seem as casual and spontaneous as possible :

  • “I recently read that… what do you think about that?”
  • “Yesterday while driving I heard on the radio that…”
  • “Funny that you should say that. It immediately reminds me of how…”
  • “Have you ever thought about the fact that…?”
  • “Something completely different; What about…?”

Final tips

A first date, or a successful flirt, is about more than just asking interesting questions to get to know each other and moving gracefully from one topic of conversation to the next. What you really want to try to do is create a pleasant, and ideally humorous, atmosphere between you and, above all, appear self-confident .

The list above is sure to give you plenty of examples and food for thought on how to elegantly avoid awkward silences. However, it’s by no means a question of learning all of the interesting questions by heart! Just pick a few that suit your personality and practice moving smoothly from one topic of conversation to the next so that you get to know each other naturally and excitingly .

For a deeper understanding of choosing conversation topics, you can find our detailed article on the subject here: 4 interesting types of questions for a successful introduction .

I wish you a successful flirt and a lively conversation entirely without awkward silences! If you’re looking for something to do on your first date, here’s the ultimate compilation of ideas for the perfect first date .

Hello! My name is Scarlett Walton — I’m a former practicing psychologist and now a writer dedicated to helping people find emotional balance, inner peace, and personal growth. For over 12 years, I worked in the field of psychology, supporting individuals through anxiety, relationship challenges, and major life transitions. My Professional Journey I began my career in a private therapy practice in Chicago, where I counseled adults and teens on self-esteem, anxiety disorders, and emotional healing. Over the years, I conducted more than 5,000 sessions, took part in educational programs, and led workshops of my own. But at some point, I realized I wanted to share my knowledge with a wider audience. That’s how this blog was born. A Personal Story A few years ago, I went through a painful divorce. It was a turning point in my life. I experienced the full spectrum of emotions I had helped others navigate for years. That was when I began to write. I felt a strong desire to reach out to those going through difficult times — even if we couldn't meet in person. Writing became more than self-expression for me. It became a continuation of my therapeutic work — through words, advice, personal stories, and emotional support from afar. The Mission of This Blog This blog is a safe space for anyone seeking answers, encouragement, or simply a bit of inspiration. I share not only professional insights but also real-life experiences, reflections, and practical advice rooted in years of practice. I truly believe that words can heal. If even one of my articles helps you feel a little more understood or a little less alone — then I know I’m on the right path. Welcome, stay awhile, and most importantly — be kind to yourself 💛