Text a guy something that's easy to reply to and shows a little personality: a playful question, a callback to your last conversation, or a genuine “this reminded me of you.” Guys respond to texts that feel effortless, not texts that feel like a test.
20 texts to send a guy
- You seem like you have strong opinions about [topic]. Convince me.
- Quick — best concert you've ever been to. This is important.
- I just did something embarrassing and you're the only person who'd appreciate it.
- What's your go-to order at [restaurant you both mentioned]? Asking for research purposes.
- You said you'd tell me about [thing]. I haven't forgotten.
- Today's been a lot. Tell me something good.
- I have a theory about you. Want to hear it?
- Saw a guy wearing [thing he wears] today. Not as good as yours though.
- Rate your weekend 1–10. Explain your answer.
- Okay, your last text made me actually laugh out loud. Rude.
- What are you weirdly good at that nobody knows about?
- If I sent you a playlist right now, what should NOT be on it?
- You'd survive exactly 4 minutes in a horror movie. Debate me.
- Coffee or a proper drink — which one do you take people on first dates to?
- My friend just asked about you. What should I tell her?
- What's your unpopular opinion? Don't be a coward about it.
- I'm getting food. If you were here, what would you make me order?
- You're trending in my head today. No further comment.
- Tell me your most-used emoji and I'll tell you your entire personality.
- Weekend plans, go. If they're bad I have suggestions.
What to text about with a guy when the conversation stalls
When you don't know what to text about, pull from these evergreen threads: something you're watching or listening to, a funny thing that happened today, a light “would you rather,” his passions (guys love being asked about the thing they're good at), or a plan (“you, me, tacos — this week?”). Questions about him plus a little teasing is the most reliable formula in texting.
What not to text a guy
- “Hey” with nothing attached — it's a conversation with no fuel.
- Essay-length messages early on. Keep the ratio balanced.
- Passive-aggressive nudges like “Guess you're too busy for me.”
- Interview mode — three questions in a row with no personality between them.
How to use What2Text when you don't know what to say to him
- Open What2Text and pick the situation — first text, keeping it going, flirting, or replying to something confusing he sent.
- Paste his last message or describe the vibe: “we matched Tuesday, he's into climbing, conversation is drying up.”
- Choose your tone — witty, flirty, or chill — and get three messages crafted for exactly that moment. Copy, send, done.
Know exactly what to text him — every time
From openers to replies, What2Text writes messages guys actually respond to, personalized to your conversation.
Download What2Text FreeFrequently asked questions
What should I text a guy to start a conversation?
Lead with a question or observation tied to something you know about him — his team, his dog, his terrible movie takes. See our dedicated guide on what to text a guy for the first time.
How often should I text a guy?
Match his pace, roughly. Mirroring reply speed and message length keeps the exchange balanced. If you're always sending two texts to his one, slow down and let him come to you.
What do guys like to be texted?
Specific compliments (about things they chose — humor, taste, skills), playful challenges, and texts that make plans. Guys consistently rank “she made it easy and fun” above any particular line.