Texting your crush can be a fun and exciting way to get to know each other better. With the right questions, you can spark interesting conversations, uncover shared interests, and build a deeper connection.
This list of 100 questions to ask your crush over text is designed to keep the conversation flowing and help you discover more about each other. Whether you’re just starting to chat or looking to deepen your relationship, these questions will make your texting sessions more engaging and enjoyable.
Fun and Light-Hearted Questions
Starting with fun and light-hearted questions can help ease into the conversation and make your crush feel comfortable. These questions are great for breaking the ice and keeping things playful.
- What’s your favorite movie or TV show?
- Do you prefer cats or dogs?
- What’s the best vacation you’ve ever had?
- What’s your favorite ice cream flavor?
- If you could travel anywhere in the world, where would you go?
- What’s your favorite thing to do on the weekends?
- Do you have any hidden talents?
- What’s the funniest joke you know?
- Do you like to play any sports?
- What’s your go-to karaoke song?
Getting to Know Each Other

These questions will help you learn more about each other’s backgrounds, interests, and preferences. They’re perfect for discovering common ground and understanding each other better.
- What’s your favorite book or author?
- How do you like to spend your free time?
- What’s the best meal you’ve ever had?
- Do you play any musical instruments?
- What’s your favorite hobby?
- Do you have any siblings?
- What’s your dream job?
- What’s your favorite type of music?
- Have you ever met anyone famous?
- What’s your favorite childhood memory?
Flirty and Playful Questions
Flirty questions can add a playful element to your conversation and help you gauge your crush’s interest. These questions will help you see if there’s a spark between you.
- What’s your idea of a perfect date?
- Do you believe in love at first sight?
- What’s the most romantic thing someone has ever done for you?
- Do you like giving or receiving compliments more?
- What’s your favorite way to flirt?
- How do you feel about public displays of affection?
- What’s the best compliment you’ve ever received?
- Do you like surprises?
- What’s your favorite way to show someone you care?
- How do you know when you’re attracted to someone?
Deep and Thought-Provoking Questions
These questions delve deeper into your crush’s thoughts and feelings, helping you understand their personality and values. They’re great for building a stronger emotional connection.
- What do you value most in a friendship?
- How do you handle stress?
- What’s the best advice you’ve ever received?
- How do you define success?
- What are you most grateful for in your life?
- How do you stay motivated?
- What’s something you’re passionate about?
- How do you deal with failure?
- What’s a lesson you’ve learned the hard way?
- How do you stay true to yourself?
Personal Experiences and Stories

Sharing personal experiences and stories can help you connect on a deeper level. These questions will encourage your crush to open up and share more about their life.
- What’s the most adventurous thing you’ve ever done?
- Have you ever faced a major fear?
- What’s the best concert you’ve ever been to?
- What’s the most memorable trip you’ve taken?
- Have you ever done something you regret?
- What’s a moment in your life you wish you could relive?
- What’s the kindest thing someone has done for you?
- What’s the most challenging thing you’ve ever accomplished?
- Have you ever made a life-changing decision?
- What’s the funniest thing that’s ever happened to you?
Dreams and Aspirations
Discussing dreams and aspirations can reveal a lot about a person’s values and goals. These questions will help you understand what drives and inspires your crush.
- What’s your biggest dream in life?
- Where do you see yourself in five years?
- What’s a goal you’re currently working towards?
- If you could achieve anything, what would it be?
- What’s something you’ve always wanted to do but haven’t yet?
- How do you stay inspired?
- What’s a cause you’re passionate about?
- What’s your idea of a perfect future?
- What’s something you hope to accomplish in the next year?
- If you could change one thing about the world, what would it be?
Fun and Quirky Questions

These fun and quirky questions can add a unique twist to your conversation. They’re great for keeping things light-hearted and discovering interesting aspects of your crush’s personality.
- What’s the weirdest food you’ve ever tried?
- Do you believe in aliens?
- What’s your favorite guilty pleasure?
- If you could have any superpower, what would it be?
- What’s the strangest dream you’ve ever had?
- If you could switch lives with anyone for a day, who would it be?
- What’s the most random fact you know?
- Do you have any quirky habits?
- What’s your favorite way to spend a rainy day?
- If you could time travel, where would you go?
Relationship Views
Understanding your crush’s views on relationships can help you see if your values align. These questions will explore their thoughts on love, trust, and connection.
- What’s the most important quality in a partner?
- How do you handle conflicts in a relationship?
- What’s your idea of a healthy relationship?
- How do you show love and affection?
- What does trust mean to you?
- How do you build and maintain trust in a relationship?
- What’s the best relationship advice you’ve ever received?
- How do you feel about long-distance relationships?
- What’s the most important thing in a relationship?
- How do you keep the spark alive in a long-term relationship?
Building Emotional Connection
These questions aim to foster a deeper emotional connection and understanding between you and your crush. They encourage open and honest communication.
- What’s the most meaningful conversation you’ve ever had?
- How do you handle vulnerability?
- What’s something you’ve never told anyone before?
- How do you express your emotions?
- What’s your biggest fear?
- How do you cope with disappointment?
- What’s a lesson you’ve learned about love?
- How do you support your friends and family?
- What’s your favorite way to express your emotions?
- How do you know when you’re truly happy?
Fun and Light-Hearted Questions

Ending with more light-hearted questions can keep the mood fun and relaxed. These questions are perfect for keeping the conversation enjoyable.
- What’s your favorite way to spend a Saturday night?
- How do you like to celebrate special occasions?
- What’s the best joke you’ve ever heard?
- What’s your favorite holiday tradition?
- How do you like to unwind after a busy week?
- What’s something silly that always makes you laugh?
- What’s your favorite game to play with friends?
- How do you keep yourself entertained when you’re bored?
- What’s your favorite app on your phone?
- How do you like to start your mornings?
The Importance of Open Communication
Open communication is key to understanding each other’s feelings and intentions. By asking thoughtful questions and actively listening, you can build a stronger connection with your crush.
Building Trust and Connection
Building trust and a strong connection takes time and effort. Sharing your thoughts and feelings openly and being receptive to your crush’s responses can help create a solid foundation for a potential relationship.