150 Conversation Starters for Texting Your Crush

Texting your crush can feel like walking a tightrope—exciting yet nerve-wracking. You want to keep the conversation light and fun but also intriguing and meaningful. To help you break the ice and keep the conversation flowing, here are 150 conversation starters divided into 10 categories. Use these to express emotions, ask hookable questions, and get to know your crush better!

1. Flirty Fun

1. “What’s something that always makes you smile, no matter what?”
2. “If we were on a date right now, where would you want to go?”
3. “What’s the cutest thing you’ve ever done for someone?”
4. “Do you believe in love at first text?”
5. “What’s one thing you find irresistible in a person?”
6. “How would you describe your perfect kiss in three words?”
7. “If we had a song, what would it be?”
8. “What’s the most romantic thing someone could do for you?”
9. “Do you blush easily, or should I try harder?”
10. “What’s your idea of a dreamy weekend with someone special?”
11. “Would you rather be my Netflix binge buddy or my hiking partner?”
12. “What’s the most flirty compliment you’ve ever received?”
13. “If I could teleport to where you are right now, what would we do?”
14. “Can you guess the first thing I noticed about you?”
15. “What’s one thing you wish someone would text you right now?”

2. Deep & Meaningful

1. “What’s something you’re really passionate about but rarely talk about?”
2. “What’s a life lesson you’ve learned the hard way?”
3. “If you could change one thing about the world, what would it be?”
4. “What’s a dream you’ve always had but haven’t pursued yet?”
5. “Who’s the person you admire most and why?”
6. “What’s the best advice you’ve ever received?”
7. “Is there a song or a movie that perfectly captures your life right now?”
8. “What’s your biggest fear, and how do you face it?”
9. “If you could have one superpower, but it could only help others, what would it be?”
10. “What’s one thing that’s changed you as a person?”
11. “What does happiness mean to you?”
12. “Do you think people are more defined by their actions or their intentions?”
13. “What’s the most beautiful thing someone has ever done for you?”
14. “If you could speak to your future self, what would you ask them?”
15. “What’s the most important value you live by?”

3. Hobbies & Interests

1. “What’s your favorite way to spend a lazy Sunday?”
2. “Is there a hobby you’ve always wanted to try but never had the chance to?”
3. “What’s the most interesting thing you’ve ever learned about your favorite hobby?”
4. “If you could only watch one genre of movies for the rest of your life, what would it be?”
5. “Do you have a hidden talent that no one knows about?”
6. “What’s your go-to karaoke song?”
7. “If you could become a master at any skill overnight, what would it be?”
8. “What’s the most adventurous thing you’ve ever done in the name of fun?”
9. “What’s your all-time favorite book, and why?”
10. “If you could spend a day with any celebrity, who would it be and what would you do?”
11. “What’s one food you could never get tired of eating?”
12. “Do you collect anything? If so, what?”
13. “What’s the best concert you’ve ever been to?”
14. “What’s one thing on your bucket list you’re determined to accomplish?”
15. “If you could travel anywhere in the world, where would you go and why?”

4. Funny & Random

1. “If you were a fruit, what would you be and why?”
2. “What’s the weirdest food combination you actually enjoy?”
3. “Would you rather fight one horse-sized duck or 100 duck-sized horses?”
4. “What’s the most embarrassing thing you’ve ever done in front of a crush?”
5. “If you could be any fictional character for a day, who would you be?”
6. “What’s the weirdest dream you’ve ever had?”
7. “If you could have a pet dinosaur, what would you name it?”
8. “What’s one thing you wish you could un-see?”
9. “Would you rather have to sing everything you say or dance every time you move?”
10. “What’s your guilty pleasure TV show?”
11. “If you could invent a new holiday, what would it celebrate?”
12. “What’s the strangest talent you have?”
13. “If you had to eat only one thing for the rest of your life, what would it be?”
14. “If you could have dinner with any three people, dead or alive, who would they be?”
15. “What’s the funniest thing that’s ever happened to you?”

5. Dreams & Aspirations

1. “What’s your biggest goal for this year?”
2. “If money wasn’t an issue, what would you be doing with your life?”
3. “What’s the one thing you want to be remembered for?”
4. “If you could change careers tomorrow, what would you choose?”
5. “What’s a place you’ve always wanted to visit but haven’t yet?”
6. “What’s the biggest risk you’ve ever taken?”
7. “If you could write a book, what would it be about?”
8. “What’s something you’re looking forward to in the next five years?”
9. “If you could master any language, what would it be and why?”
10. “What’s one thing you’d love to learn more about?”
11. “If you could relive any day of your life, what would it be and why?”
12. “What’s the one thing you want to accomplish before you turn 30?”
13. “If you could have lunch with your future self, what would you ask them?”
14. “What’s the craziest dream you’ve ever had?”
15. “If you could wake up tomorrow with a new skill, what would it be?”

6. Love & Relationships

1. “What’s the sweetest thing someone has ever done for you?”
2. “Do you believe in soulmates?”
3. “What’s your idea of a perfect first date?”
4. “How do you know when you’re falling for someone?”
5. “What’s the most important quality you look for in a partner?”
6. “What’s your love language?”
7. “Do you think it’s possible to love more than one person in a lifetime?”
8. “What’s the biggest lesson you’ve learned from past relationships?”
9. “What’s your favorite thing about being in a relationship?”
10. “Do you believe in love at first sight?”
11. “What’s one thing that instantly makes you attracted to someone?”
12. “If you could go on a romantic getaway anywhere, where would it be?”
13. “What’s the most memorable date you’ve ever been on?”
14. “What’s your biggest dealbreaker in a relationship?”
15. “What’s your favorite way to show someone you care?”

7. Hypotheticals & What-Ifs

1. “If you could have dinner with any three people, dead or alive, who would they be?”
2. “If you had to live in any other time period, when would it be and why?”
3. “If you could switch lives with anyone for a day, who would it be?”
4. “If you could make one wish right now, what would it be?”
5. “If you could only listen to one song for the rest of your life, what would it be?”
6. “If you could be a character in any TV show, which one would it be?”
7. “If you could live anywhere in the world, where would you choose?”
8. “If you could solve one of the world’s problems, what would it be?”
9. “If you could speak any language fluently, what would it be?”
10. “If you could redo one moment in your life, what would it be?”
11. “If you could be famous for anything, what would you want it to be?”
12. “If you had to eat only one cuisine for the rest of your life, what would it be?”
13. *“If you could have any animal as a pet, what would it be?”*
14. “If you could trade places with a celebrity for a day, who would it be?”
15. “If you could travel back in time and change one thing, what would it be?”

8. Food & Drink

1. “What’s your go-to comfort food?”
2. “If you could only eat one dessert for the rest of your life, what would it be?”
3. “What’s the weirdest food you’ve ever tried?”
4. “If you could have dinner with any chef, who would it be?”
5. “What’s your favorite childhood food memory?”
6. “If you could only eat at one restaurant for the rest of your life, which one would it be?”
7. “What’s your favorite food to cook?”
8. “What’s your ultimate guilty pleasure food?”
9. “If you had to pick one dish to eat every day for a year, what would it be?”
10. “What’s the best meal you’ve ever had?”
11. “What’s your favorite drink to order at a bar?”
12. “If you could create your own ice cream flavor, what would it be?”
13. “What’s your favorite food combination that others find weird?”
14. “If you could go on a food tour of any country, where would it be?”
15. “What’s the one food you can’t live without?”

9. Nostalgia & Memories

1. “What’s the best vacation you’ve ever been on?”
2. “What’s your favorite childhood memory?”
3. “What’s the first thing you remember wanting to be when you grew up?”
4. “Who was your first crush, and what were they like?”
5. “What’s the most adventurous thing you’ve done as a kid?”
6. “What’s the most embarrassing thing you did as a kid that you can laugh about now?”
7. “What was your favorite TV show growing up?”
8. “What’s the best birthday you’ve ever had?”
9. “What’s the first concert you ever went to?”
10. “What was your favorite subject in school and why?”
11. “What’s a trend from your childhood that you’re glad is gone?”
12. “What’s the most rebellious thing you did as a teenager?”
13. “Who was your childhood hero?”
14. “What’s the first album you ever bought?”
15. “What’s the craziest thing you did with your friends as a kid?”

10. This or That

1. “Coffee or tea?”
2. “Sweet or salty?”
3. “Beach vacation or mountain retreat?”
4. “Movies or books?”
5. “Morning person or night owl?”
6. “Texting or calling?”
7. “Pizza or tacos?”
8. “Adventure or relaxation?”
9. “Cats or dogs?”
10. “Summer or winter?”
11. “Singing or dancing?”
12. “Comedy or horror?”
13. “Traveling alone or with friends?”
14. “Dining in or ordering out?”
15. “Spontaneous or planner?”

Use these conversation starters to spark a connection and see where the conversation takes you. Whether you’re flirting, sharing your deepest thoughts, or just having fun, these questions will help you keep the chat exciting and engaging!