75 Fun & Flirty Dating App Openers to Try With Your Next Match

Tired of the Same Old “Hey”? Let’s Spice Things Up!

Dating apps can be a rollercoaster—swipe, match, and then… the dreaded first message. If your go-to opener is a plain “Hey” or “What’s up?”, it’s time for a glow-up. The first message is your shot to stand out, make them laugh, and maybe even spark a connection. Why settle for boring when you can be fun, flirty, and totally unforgettable?

Whether you’re looking to break the ice with a clever pun, set the tone with a cheeky flirt, or simply show off your unique vibe, we’ve got you covered. These 75 dating app openers are guaranteed to grab their attention, make them smile, and maybe even earn you that coveted first date.

Ready to up your game? Swipe through these ideas and get inspired to shoot your shot like a pro.

Questions

1. What’s your ultimate coffee shop order?

2. What’s your first move after waking up in the morning?

3. What was your first-ever concert, and how was it?

4. You can invite three people, alive or not, for dinner—who’s on your guest list?

5. Any cool travel adventures recently?

6. Which book holds the top spot in your heart, and why?

7. What’s the song you’ve got on endless repeat right now?

8. What’s your go-to restaurant in the city for a special night?

9. What’s your hangover brunch must-have on a lazy Saturday?

10. When you were a kid, what did you dream of becoming?

11. Is there a show or movie you’ve watched so many times you could quote it word for word?

12. Which sports team do you love a little too much?

13. What’s the app on your phone you couldn’t live without?

14. What’s your ultimate karaoke anthem?

15. If you were a dog, which breed would match your vibe, and why?

16. What’s the most impulsive thing you’ve ever done?

17. If you could host any reality TV show, which one would it be?

18. What’s your favorite podcast of all time?

19. Who’s the most famous person you’ve randomly seen in public?

20. What’s your “spirit age”—the age you secretly feel inside?

21. How do your Sundays usually go down?

22. What are your favorite simple joys in life?

23. What’s the toughest workout you’ve ever attempted?

24. What’s the most iconic Halloween costume you’ve ever rocked?

25. Which season has your heart and why?

26. We seem like we should’ve crossed paths before—what’s the hold-up?

27. What are your green flags in life or relationships?

28. Spill it: What’s your most random “beige flag”?

29. What songs do you think play nonstop in hell?

Situational Prompts

30. If you were handed a book of everything people have ever said about you, would you flip through it or leave it unopened?

31. If you could live in any movie universe, which one would it be?

32. If you could know your exact life 20 years from now but couldn’t change it, would you want to?

33. You’re offered a vacation anywhere, for as long as you want—where are you headed and for how long?

34. Choose your superpower: reading minds, teleporting, or talking to animals. What’s your pick?

Games and Challenges

35. Share your Spotify Wrapped from last year—no context needed.

36. Hit me with two truths and a lie. Let’s see if I can guess.

37. What’s the quirkiest trivia fact you know? Or better yet, surprise me with something I wouldn’t expect.

38. Tell me the story behind the shoes you’re wearing right now.

39. Share your top five most-used emojis, and let me guess your personality.

40. What’s your most disastrous date story?

41. Tell me about the best mentor you’ve ever had and why they left an impact.

42. Spill your most embarrassing story—bonus points for cringe-worthy details.

43. What’s the last article you read? No judgment, just curious.

44. What’s your most chaotic airport or travel mishap?

45. Share your RBT (rose, bud, thorn) for this week.

46. What’s the craziest thing that happened at your high school?

47. Share something people are usually shocked to learn about you.

48. What are the last five things you googled? No explanations required.

49. Let’s start a Spotify blend and see whose music taste reigns supreme.

50. Scroll back 15 photos on your phone and send me the one you land on—no context.

This or That

51. Would you rather live in the Succession world or the Game of Thrones universe?

52. What’s better: chocolate or vanilla? Let’s settle the debate.

53. Are you team cats or team dogs?

54. Are you the driver or the ultimate passenger princess?

55. Would you rather escape to the mountains or the ocean?

56. Which pizza reigns supreme: Chicago, New York, or Detroit style?

57. Does pineapple belong on pizza? Fight me on this.

58. What’s your favorite—red, white, or rosé?

Silly Dating App Openers

59. Could you be the trivia team MVP, or are you just here for moral support?

60. How many fish-holding pics did you delete before landing on your profile photo?

61. Care for some absolutely mediocre conversation?

62. I’m heading to Trader Joe’s—do you need anything?

63. What’s our official story for how we met? Let’s make it spicy.

64. Hit me with your most random emoji combo.

65. I’ve had terrible luck with [insert star sign]—care to break the streak?

Prompts to Initiate a Date

66. What’s your hypothetical first-date outfit?

67. Walk me through your first-date prep routine—what’s the game plan?

68. Are you a coffee date person or a drinks date person?

69. If you had to order me a drink on our first date, what would you choose?

70. Choose a date spot: museum, picnic, or movie theater?

71. Tell me about your most successful first date. Can we top it?

72. If we were the stars of a rom-com, how would our meet-cute go?

73. First round’s on me—your pick for the place!

74. Name a local spot you’ve been dying to try but haven’t yet.

75. What’s your most out-of-the-box, adventurous date idea?

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