How Well Do You Know Me? 125 Questions for Couples and Friends
When someone really knows you, they can see all of you, from the things you like to the things you are afraid of. These "how well do you know me” questions for couples and friends are designed to reveal both playful details and meaningful truths. This helps partners and close friends to connect more honestly and joyfully.
Studies show that sharing personal information, listening carefully, and repeating special moments together can make relationships stronger. If you're looking for practical, science-based advice, check out the Gottman Institute and the Greater Good Science Center. (Gottman: [https://www.gottman.com] (https://www.gottman.com/) · Greater Good: [https://greatergood.berkeley.edu] (https://greatergood.berkeley.edu/) If you want to know more about how to listen in a way that is good for mental health, you can find some great advice at Harvard Health and the American Psychological Association. (Harvard Health: [https://www.health.harvard.edu] (https://www.health.harvard.edu/) · APA: [https://www.apa.org]
How to use these questions
- Set the scene: Pick a calm moment for your date—this could be date night, a walk, or a quiet evening.
- Playful start: Start with easy questions, then move on to harder ones.
- Reciprocity: Everyone takes it in turns to ask and answer questions. Share stories, not quizzes.
- Don't force anyone to do something they don't want to. Let them say "no,” and respect their limits.
- Save your answers in a shared project to capture your memories (see the TellSomething instructions below).
125 “How Well Do You Know Me” Questions
Casual & Favorites (1–25)
- What's my favorite ice cream flavor?
- Who's my favorite musical artist right now?
- What's my favorite comfort food?
- What's a movie I could watch over and over?
- What's my favorite season?
- Do I prefer coffee or tea?
- What's my favorite holiday?
- What's my favorite local restaurant?
- What color do I wear most often?
- Which app should I open first thing in the morning?
- What's my favorite snack?
- Do I prefer the beach or the mountains?
- What's my favorite sport (to watch or play)?
- What's my favorite childhood game?
- What was my favorite school subject?
- What's my favorite way to spend a weekend?
- What's my current favorite TV show?
- Do I prefer texting or phone calls?
- What's my favorite flower?
- What type of shoe do I like best?
- What's my favorite dessert?
- Which season's clothes do I like best?
- What do I want for my coffee?
- Do I prefer sunrise or sunset?
- What's my favorite board or card game?
Fun & Creative (26–50)
- If I were an animal, what animal would I be?
- What imaginary world would I live in?
- Which decade would I like to visit?
- If I had a superpower, what would it be?
- What's my karaoke song of choice?
- If I went viral, what would it likely be for?
- What's my signature dance move?
- Which color best describes my personality?
- What's my strange habit?
- Which celebrity do you think would play me in a movie?
- Would I rather be able to fly or be invisible?
- If I got stuck, which three things would I want?
- What's the silliest fear I still have?
- What's a guilty pleasure show I love?
- If I could eat one food forever, what would it be?
- Which pet would be best for me?
- Which fictional couple do I love?
- What's my ideal theme park ride?
- Which emoji do I use the most?
- What would my "theme song" be?
- Which famous person from history do I want to meet?
- If I could instantly learn one skill, what would it be?
- What's my favorite icebreaker question?
- Do I prefer handwritten notes or DMs?
- What's the funniest nickname I've had?
Personal & Small-But-Telling Details (51–75)
- What’s my middle name?
- How many siblings do I have?
- What city was I born in?
- What’s my blood type? (if known)
- Do I have any allergies?
- What was my first job?
- What’s one of my earliest memories?
- Where did I grow up?
- Do I prefer cats, dogs, or other pets?
- Have I ever broken a bone? Which one?
- What was my first car?
- What was my childhood nickname?
- What language(s) did I grow up hearing?
- What’s a family tradition I love?
- What’s my favorite childhood snack?
- Who was my childhood best friend?
- What was my first concert?
- Did I play any sports as a kid?
- What was my favorite toy?
- What’s a small habit I do when stressed?
- What’s my go-to procrastination activity?
- Do I prefer reading or listening to books?
- What’s my dream vacation destination?
- How do I like my eggs cooked?
- What’s my usual bedtime?
Deep & Vulnerable (76–100)
- What's a fear I rarely talk about?
- What insecurities am I working on?
- Who has had the greatest influence on my life?
- What do I regret?
- What makes me feel truly safe?
- What is the thing that stresses me out the most?
- When do I feel most alive?
- What things do I believe in?
- What would a perfect day of self-care look like for me?
- What do I want to be doing in the future?
- What did I learn the hard way?
- What have I never told anyone?
- What's the best advice I've ever received?
- What did I learn from heartbreak?
- What does forgiveness look like to me?
- How do I deal with my sadness?
- What emotional trigger do I have?
- When do I feel most proud of myself?
- What habit would I most like to change?
- What does success mean to me?
- What kind of legacy do I want to leave?
- What does being vulnerable feel like for me?
- What is a belief I have that surprises other people?
- What is the point of life?
- What makes me feel better when things are tough?
Relationship-Focused for Couples (101–115)
- What's my love language?
- What is my favorite memory of us?
- What's one thing I need when I'm upset?
- How can I show that I care the most?
- What little routine makes me feel connected?
- What's a romantic gesture I'll never forget?
- What limits am I not willing to cross?
- How do I like to celebrate anniversaries?
- What's one habit of yours that I really like?
- What does "date night" ideally look like to me?
- How important is physical affection to me?
- What do you want to achieve together in the future?
- How do I prefer we solve disagreements?
- What do I dream of doing with you?
- What would make me feel more loved?
Travel, Fun & Miscellaneous (116–125)
- What is my favorite travel memory?
- Do I prefer planned holidays or ones where I just decide where to go each day?
- How many countries have I been to?
- What souvenir do I always bring home?
- What's my favorite road trip snack?
- Would I rather camp under the stars or stay in a B&B?
- What travel mishap still makes me laugh?
- If I could speak fluently, which language would I love to speak?
- If we could fly tonight, where would I want to go?
- Can you suggest one local place I should take you that you would really like?
Save answers as a multimedia keepsake on TellSomething
If you want to save your answers and make the exchange fun, build a shared project on TellSomething (this supports text, photos, and short videos). Because your platform doesn't support tags, organize without tags like this:
- Project title: Please use a name that describes the project (e.g., "How Well Do You Know Me—Us 2025").
- Sections as pages: Make one entry for each category (Casual, Fun, Deep, Couples, Travel).
- How to name your file: Use '01_casual_01-favorite-ice-cream.jpg'—using names that describe the file will help you find it easily.
- Please use the 'Description' field to add short labels like 'Category: Deep’ in the entry description.
- Attach media: For each question, add a photo or a video clip (15–60 seconds long) to make the answers more interesting.
- You can export your slideshow as a PDF to print or share.
Start your shared conversation by using the link https://tellsomething.xyz.