140 Conversation Starters to Ask Your Crush Over Text

Texting your crush should be fun, not a full-on anxiety marathon. I mean, you’re literally just vibing and getting to know someone you like. It doesn’t need to be perfect — it just needs to be you.

Whether you’re tryna break the ice, be a little flirty, or just send a text that isn’t “hey” for the 17th time, I got you. This list is packed with cute, playful convo starters that’ll make texting feel way less scary and way more fun. You got this, bestie (—or dude?)

Light and Playful Starters

1. What’s something random that made you smile today?
2. If you could teleport anywhere rn, where would you go?
3. What’s your most-used emoji lately?
4. If we started a band, what would we even name it lol?
5. What’s your go-to snack when you’re just vibing?
6. What’s the weirdest thing you believed as a kid?
7. If you had a tiny personal mascot, what would it be?
8. First thing you’re buying when you win the lottery?
9. If you could have one super chill superpower, what would you pick?
10. What’s the last thing that made you laugh way too hard?
11. If you were an ice cream flavor, what would you be?
12. What’s your ultimate comfort show?
13. What’s something you could literally talk about forever?
14. If you had a catchphrase, what would it be?
15. Dream lazy day lineup. Go.
16. If your life had a theme song right now, what would it be?
17. What’s your weird flex no one expects?
18. What’s your go-to awkward move when you’re nervous?
19. Name one tiny thing that instantly makes your day better.
20. If you had to pick a birthday party theme this year, what would it be?

Funny and Random Conversation Starters

1. What’s the most awkward text you ever sent by accident?
2. If you were a vegetable, which one would you be lol?
3. How long would you survive in a zombie apocalypse? Be honest.
4. What’s the weirdest thing you’ve Googled lately?
5. If you had a pet dinosaur, what would you name it?
6. What’s your most random useless talent?
7. One food you’d totally ban from existence?
8. Tell me your most “this could be a movie scene” moment.
9. If your phone could roast you, what’s the first thing it would say?
10. What’s your most ridiculous unpopular opinion?
11. If you had a shop, what would you sell?
12. Weirdest compliment you’ve ever gotten?
13. Aliens land. What’s the first thing you show them?
14. One giant duck or 100 tiny horses in a fight — who you fighting?
15. If you came with a warning label, what would it say?
16. One famous person you’d prank if you could?
17. What’s a random fact you love way too much?
18. If you could invent a new holiday, what would it celebrate?
19. If you had to live in a cartoon world, which one would you pick?
20. What’s something you tried once and said never again?

Fun and Flirty Starters

1. Are you always this cute or is today special?
2. What’s something lowkey attractive that most people miss?
3. If I dared you to send your cutest selfie, would you?
4. Dream romantic trip destination?
5. If we had a secret handshake, what would it look like?
6. What’s something that always makes you blush?
7. Sweet good morning text or goodnight text? Which one’s your vibe?
8. What’s one little thing that totally wins you over?
9. Who would win a staring contest: you or me?
10. Describe your flirting style in 3 words.
11. On a scale from 1 to spontaneous ice cream date, how down are you?
12. If we got stuck in an elevator, what random story would you tell me?
13. What’s something you wish people noticed about you more?
14. Would you rather be my karaoke partner or dance battle rival?
15. What’s your move when you’re trying to impress someone?
16. If I said I had a surprise for you, what would you hope it is?
17. Picnic date or sunset walk? Pick one.
18. What’s the cutest text someone could send you right now?
19. If I promised to let you win, would you Mario Kart with me?
20. Be honest, how adorable do you think you are on a scale of 1 to 10?

Subtle Compliments and Flirty Starters

1. Are you always this easy to talk to or am I just lucky?
2. How are you this good at making conversations fun?
3. Not gonna lie, you’re kinda winning the “coolest texter” award.
4. You’re lowkey the human version of good vibes.
5. If being effortlessly charming was a sport, you’d have medals.
6. Pretty sure your smile should be illegal.
7. How does it feel being everyone’s favorite person without trying?
8. Do you ever get tired of being this adorable?
9. Talking to you is dangerously addictive.
10. You’re making it way too easy for me to smile at my phone.
11. Is being funny AND cute your secret superpower?
12. I feel like you have main character energy tbh.
13. Someone needs to make a playlist called “Conversations With You.”
14. Seriously though, how do you always have the best takes?
15. You make even texting about random stuff feel like a highlight.
16. Lowkey convinced you have magic texting skills.
17. You give off “best part of the day” vibes.
18. Careful, you’re making boring days way too good.
19. Pretty sure hanging out with you would be elite.
20. Honestly, your vibe >>>>>

Get-to-Know-You Questions

1. What movie could you watch a million times and still love?
2. What’s something you’re weirdly passionate about?
3. What’s a hobby you’ve always wanted to try?
4. Beach day or cozy cabin getaway?
5. Perfect Sunday plans?
6. If you could master one thing instantly, what would it be?
7. Dream vacation spot?
8. Are you more of a night owl or early bird?
9. What’s one tiny habit you’re actually proud of?
10. What’s your comfort food when life’s doing too much?
11. Texting, calling, or voice notes? What’s your vibe?
12. What’s the most random thing on your bucket list?
13. Favorite season and why?
14. Ideal way to chill after a long day?
15. Planned trips or spontaneous adventures?
16. Lowkey show you love but don’t usually admit?
17. If you could live inside any TV show, what would it be?
18. One thing you absolutely cannot live without?
19. What instantly makes a place feel like home for you?
20. If you know your love language, what is it?

Hobbies, Favorites, and Personal Interests

1. What’s a hobby you could never get bored of?
2. If you had a free weekend, what’s the first thing you’re doing?
3. What’s your ultimate feel-good playlist?
4. Any sports you’re into, even just for fun?
5. What’s a random interest you geek out over?
6. Favorite movie of all time?
7. Current show you’re lowkey obsessed with?
8. Dream job if money didn’t matter?
9. Chill day indoors or big adventure outside?
10. Hobby you picked up recently and actually stuck with?
11. What’s your favorite way to stay active (if any lol)?
12. Coffee shop, bookstore, or chill park date?
13. One restaurant you swear by?
14. If you could only watch one movie genre forever, what’s your pick?
15. What’s something you wanna learn just for fun?
16. More into creating stuff or just enjoying the vibes?
17. Weekend activity that never gets old for you?
18. Best way to spend a free afternoon?
19. If you had to eat one meal every day for a week, what are you picking?
20. Small personal goal you’re working on right now?

Hypothetical and “What If” Scenarios

1. If you could swap lives with any TV character for a day, who would you pick?
2. Imagine you could talk to animals for a day. What’s the first convo?
3. If you had a secret treehouse, what would you put in it?
4. You wake up invisible. What’s the first thing you’re doing?
5. You get one time travel trip. Where are you going?
6. If you could build your dream city, what’s it like?
7. Only one meal for the rest of your life. What are you choosing?
8. You find a magic lamp. What’s your first wish?
9. You can invent anything. What are you making?
10. Spend a day inside any video game world. Which one?
11. Your life is a movie. What genre is it?
12. Cozy cottage or cute city apartment?
13. Instantly fluent in any language. Which one?
14. Endless summer or endless cozy winter?
15. Any animal in the world as a pet. Which one?
16. Only one song allowed for a year. What’s playing?
17. Your life needs a theme park ride. What’s it like?
18. You can teleport to any event happening rn. Where are you going?
19. If you opened a restaurant, what would be your signature dish?
20. If you were the main character in a rom-com, what’s your “thing”?