If you want to stand out on a dating app, making him laugh is the way to go. A good sense of humor not only grabs attention but also keeps the conversation fun and effortless.
Whether you want to tease him, challenge him, or drop a smooth pickup line, these flirty texts are designed to bring confidence and charm to your chats.
Scroll through, find your favorites, and don’t be afraid to add your own twist. After all, the best flirty messages are the ones that feel like you. Ready to make him smile? Let’s go! 😏
Flirty Texts to Make Him Laugh
Before we dive in, a quick note: You have to save this page to your favorites—okay, just kidding (or am I?).
But seriously, you’ll want to come back for more!
Below, you’ll find some of my best flirty texts guaranteed to make a guy laugh on a dating app. I’ve even highlighted some of my personal favorites, but as always, go with the ones that feel right for you. Hope you love them!
1. “I was going to play hard to get, but let’s be real… I already texted you first.”
Let’s not pretend. If you’re interested, why not own it? This keeps it light and funny while showing confidence.
2. “So, do we flirt for a few days first, or can I just skip ahead to asking when you’re taking me out?”
Flirty and bold. It makes him smile while pushing the conversation toward a real-life date.
3. “was going to wait a few hours to message you, but patience isn’t really my thing. So, hi. Let’s make this fun”
This keeps it real. It shows confidence, flirty energy, and an interest in actually getting to know him without playing games.
4. “I feel like we need to establish some ground rules. Rule one, you’re not allowed to be this cute without warning me first.”
This turns a compliment into something playful while setting a fun, lighthearted tone. It also invites him to flirt back.
5. “Before this goes any further, let’s settle the most important question. What’s your go-to comfort food, and does it pass my very high standards?”
Instead of just saying “what’s your favorite food,” this adds a fun challenge that makes the conversation feel effortless and natural.
6. “I was going to ask if you were free tonight, but I realized… you’re obviously already taken. By me.”
A bold, playful way to claim him before he even realizes what’s happening.
7. “I hope you have insurance, because you just stole my heart and I might sue.”
Corny? Absolutely. But it’s funny and makes him the center of attention, which guys secretly love.
8. “If flirting were an Olympic sport, I’d already have a gold medal. But I guess I can let you compete for silver.”
Competitive flirting? Yes, please. This gives him an excuse to flirt back and prove himself.
9. “I was going to wait three days to text you, but let’s be honest, patience isn’t my thing.”
This one is funny because it calls out the silly dating rules while making it clear you’re into him.
10. “You must be a WiFi signal, because I swear I get weak every time I’m near you.”
Flirty tech humor is underrated. If he’s into gadgets or tech stuff, this will definitely make him laugh.
11. “I have to warn you, I’m really bad at texting first. But since I already did, I guess that means you’re special.”
It’s casual, flirty, and makes him feel like he’s won something—which is always a good thing.
12. “I need a refund. I swiped right expecting a fun time, but now I’m just over here missing you.”
Dating app humor always hits. This is cute, funny, and subtly lets him know you want more attention.
13. “I was going to ask you a deep, meaningful question, but now all I can think about is how good you probably look right now.”
Flirting with a compliment wrapped inside? Perfect. It makes him feel good while keeping things fun.
14. “I feel like we should test out our chemistry in person. You know, for science.”
A flirty way to hint at a date without making it too serious. Science is important, right?
15. “So, do we tell people we met on this app, or do we make up a way more interesting story?”
A fun way to break the ice and joke about how dating apps have taken over modern romance.
16. “Swipe right on me was your best decision today. What’s the second best?”
Confident and playful, this makes him think about you while giving him a chance to flirt back.
17. “I was going to play it cool, but let’s be honest, I already imagined what we’d order on our first date.”
This keeps it light while subtly hinting at meeting in person.
18. “Quick question. If I agree to let you take me out, do I get to pick the place, or do you have impressive date-planning skills?”
Flirty with a challenge. Now he has to prove he’s worth the effort.
19. “You look like trouble… but the fun kind. Should I be concerned?”
A playful way to keep things mysterious and make him respond with his own teasing reply.
20. “On a scale from ‘nice to match with you’ to ‘we should probably just skip to the date,’ where are we at?”
This one is flirty and fun while keeping the energy high.
21. “I was going to say something clever, but honestly, I just wanted to see if you’d reply first.”
A simple yet effective way to put the ball in his court while keeping it playful.
22. “Be honest. Did you swipe right for my looks, my charm, or just because your thumb slipped?”
This adds humor while giving him the perfect excuse to compliment you.
23. “I feel like we’d make an adorable couple. Not to rush things, but should we start picking out our matching hoodies now?”
A cute way to be flirty while joking about how fast dating apps move.
24. “I don’t usually message first, but something about you said ‘this one’s worth the effort.’ Don’t disappoint me.”
Confident, direct, and flirty. It makes him feel like he’s already won something, but he still needs to prove himself.
25. “I was going to ask if you believe in love at first sight, but I guess in this case, it’s love at first swipe.”
A funny spin on the classic “love at first sight” that keeps things lighthearted and flirty.
26. “Let’s settle this now. Who swiped right first, you or me? And no, I won’t accept ‘at the same time’ as an answer.”
This adds a playful challenge, making the conversation feel fun and effortless.
27. “I think you owe me a coffee. I spilled mine when I saw how cute you are.”
A flirty exaggeration that makes him smile while giving him an easy excuse to suggest a date.
28. “I have a feeling you are either the best decision I’ve made today or the most entertaining mistake. Guess we will find out.”
This keeps things exciting and mysterious while teasing him just enough to make him chase.
29. “Serious question. Do you always look this good, or did your profile get some extra help from good lighting and angles?”
A bold but playful way to flirt while making him prove he is just as attractive in real life.
30. “I was going to send a casual ‘hey,’ but let’s be real. We are way past that now.”
This makes him feel like your match is something special and not just another conversation on an app.
31. “Tell me something interesting about yourself. Bonus points if it makes me laugh or gets us kicked out of a library.”
A fun way to encourage him to be creative while keeping the flirtation going.
32. “Be honest. Did you swipe right because you saw something interesting in my bio, or was it my stunning profile picture that did all the work?”
This makes him feel like he has to give a creative response, which keeps the conversation flowing.
33. “I am only messaging you under one condition. You have to promise to be at least half as fun as you look.”
A confident and flirty challenge that makes him want to prove himself.
Keep the Flirty Fun Going!
There you have it. Some of the best flirty texts to make a guy laugh and keep the conversation exciting. Whether you’re aiming for playful, witty, or downright charming, these messages will help you break the ice and leave a lasting impression.
Now it’s your turn to put them to the test. Pick your favorites, send them with confidence, and see where the conversation takes you. And hey, if you come up with a flirty gem of your own, drop it in the comments. I’d love to hear it.
Want more? Check out these posts for even more flirty inspiration:
- 👉Flirty Texts for Dating Apps
- 👉Sassy and Flirty Texts That Bring Confidence
- 👉Best Replies to “Do You Love Me?”
Now go forth and flirt like a pro. 😏
