The Art of the Perfect Dating App Conversation Starter
Struggling to break the ice on dating apps? You're not alone. The hardest part of online dating often isn’t finding someone interesting—it’s figuring out what to say first. A “hey” or “how are you?” just won’t cut it anymore. If you want real connections, you need to lead with something that gets people talking.
Here’s your no-fuss guide to opening lines for dating apps that actually work—plus how Pairpin makes it easier by matching you based on shared interests.
14 Creative Conversation Starters That Aren’t “Hi”
1. “What’s one hobby you picked up but secretly hated?”
Everyone’s tried something random. This is a funny, low-pressure way to bond over failure.
2. “You get to bring one fictional character to a dinner party. Who is it?”
Nerdy? Maybe. But great for revealing personality—and way better than “what’s your favorite movie?”
3. “What’s the weirdest food combination you secretly love?”
Food is a universal topic. This question is quirky and opens the door to sharing fun stories.
4. “If you could only listen to one song for the rest of your life, what would it be?”
Music is a great way to connect. This question reveals taste and can lead to deeper conversations.
5. “What’s the most ridiculous conspiracy theory you’ve heard?”
Everyone loves a good conspiracy theory. This is a lighthearted way to get people talking.
6. “If you could teleport anywhere right now, where would you go?”
Travel is a common interest. This question sparks imagination and can lead to travel stories.
7. “What’s your guilty pleasure TV show?”
We all have that one show we love but don’t want to admit. This is a fun way to share secrets.8. “If you could have dinner with any historical figure, who would it be?”
This question reveals interests and can lead to fascinating discussions about history.
9. “What’s the most embarrassing thing that’s ever happened to you?”
Everyone has embarrassing stories. This question is a great icebreaker that can lead to laughter.
10. “If you could instantly become an expert in anything, what would it be?”
This question reveals passions and can lead to discussions about personal growth and interests.
11. “Okay, so you’re planning our first date. What’s the vibe?”
Playful, confident, and it skips the small talk.
12. “What’s something totally normal that gives you irrational joy?”
This one often leads to surprisingly wholesome chats.
13. “Two truths and a lie. Go.”
It’s a classic for a reason—everyone loves a game.
14. “What’s your go-to comfort show when life gets chaotic?”
Nostalgia opens doors to deeper convos.
How to Start a Conversation Online (Without Sounding Like a Bot)
- Actually read their profile. People can tell when you didn’t.
- Keep it short and easy to respond to. Open-ended questions are great, but don’t overthink it.
- Match their energy. If their bio is funny, lean into humor. If it’s chill, keep it relaxed.
- Avoid dead-end clichés. “How was your weekend?” won’t go anywhere unless you follow up with something unique.
Why Pairpin Makes This Easier
Pairpin isn’t just another swipe-and-pray dating app. It matches people based on shared interests—books, bands, boba tea obsessions—so you’re never starting from scratch. That makes opening lines feel natural, not forced. You already have something in common. Now you just need to ask about it.
Bottom line: The best dating app conversations start with curiosity and a bit of creativity. Pairpin sets you up for both.
Ready to skip the awkward “hey”s and start better chats? Download Pairpin and match with someone who gets your weirdest interests.
