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35 Deep Questions To Ask To Get To Know Someone Better
Create strong bonds and enjoy deep conversations by asking these insightful questions.
Posted 10/2/2024
Advice
There’s nothing worse than sitting around the dinner table with friends or family and having the dreaded: “Hey! How was your day?” “Good.” The end. Or even scarier: “So how’s this weather today, huh?”
If small talk is the roadblock standing in between you and the people you love, you’re not alone. The magic lies in combining thought-provoking questions with active listening. Being a great listener is a lot more than just listening, it’s a skill that makes a huge impact and one that anyone can practice and improve.
Did you know that you can also use photo books to spark deep conversations? A study done by Chatbooks x HP revealed that looking at printed photos together inspires reminiscing, storytelling and forges deeper connections. You can create a photo book in just a few minutes with your favorite photos from your phone. Pro tip: Use a photo book along with these questions to really dig in deep and get ready to create connection.
Whether you’re meeting someone for the first time or strengthening existing relationships, these deep questions to ask are your gateway to insightful conversations that reveal stories, values, insights, and passions that shape the people around you. And if you're looking to reignite that spark with your partner or just keep the romance alive, discover the perfect set of relationship-boosting questions that can bring those butterflies fluttering back!
Deep Questions to Ask
Self-Reflection
- What’s something you’ve learned about yourself in the past year?
- What values are most important to you, and why?
- What’s a challenge you’ve faced that has shaped who you are today?
- What’s a lesson you’ve learned the hard way?
- What’s the most significant risk you’ve ever taken?
- What’s an experience that changed your perspective on life?
- What does happiness mean to you, and how do you pursue it?
- What is a belief you have that you think is important for others to understand?
- How do you deal with change or uncertainty in your life?
- What’s a habit that positively impacts your life?
- What’s a quality you admire in others that you wish you had yourself?
- What’s your process for making an important decision?
- What’s something you wish you could tell your younger self?
- What’s a fear or insecurity you’ve overcome, and how did you do it?
- What’s your favorite thing about yourself?
- How do you find meaning or purpose in life?
- Whose perspective do you value the most and why?
Life Goals
- How do you define success, and how close do you feel you are to achieving it?
- What are your biggest dreams or aspirations?
- What’s a personal goal you’re currently working on?
- What motivates you to be better?
- What’s your biggest accomplishment so far?
Your Relationship
- How do you express love and appreciation to the people you care about?
- What is your love language?
- How do you handle conflicts or disagreements in relationships?
- What’s an important lesson you’ve learned from a past relationship or friendship?
- What’s something you feel passionately about?
Just For Fun
- What makes a good friend in your eyes?
- What’s an unpopular opinion you have?
- When was the last time you cried?
- When was the last time you laughed so hard it made your stomach ache?
- How do you like to spend your free time?
- What’s something you loved to do as a kid?
- What helps you relax and unwind?
- Who’s your hero and why?
Capture Special Memories With Photo Books
Use these deep questions to ask family members, friends, strangers, or your partner all about them. Pair them along with a printed photo book of your memories and prepare to deepen your connections!
You can even create a photo book with these deep questions, just add them to text pages, or as captions, and take some time to flip through with family and friends.
Make it a monthly routine when you choose the photos to print in your subscription photo book, too, or plan time to look through photo books with memories that can help jog deep questions for connection.
And, don’t forget to capture the time together with a new photo book you can look back on in the future.
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