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Questions to ask a guy you like, over text or in person

The right question gets a guy talking for twenty minutes. The wrong one gets a thumbs up emoji. Here are quick ones to ask a guy you like, one you're talking to, over text and on the flirty side.

Unlimited questions to ask a guy in the capybara cards appCouple questions, would you rather, rage bait and more, one tap per card. Free download, 3 day free trial.

Good questions to ask a guy are short, specific and easy to answer: his go-to order, the cartoon he copied as a kid, the song he blasts alone. Ask one at a time, in person or over text, and answer too. Start with these 17; the full decks are in the capybara cards app.

capybara cards team · 2026-10-23 · 5 min read

Questions to ask a guy work best when they sound like curiosity, not a job interview. "So what are your hobbies" gets a list. "What's the last thing you got way too into for a week" gets a story, a laugh and usually a follow up question back at you. That's the whole goal.

Every question below is quick to answer and specific enough to pull out a real detail. Use them on a first date, in the talking stage, over text when the chat goes quiet, or with a guy you've liked for months and still don't know that well.

Two rules make them work. Ask one at a time, and answer it yourself too. A conversation is a trade. If he's doing all the answering, it's a quiz.

Also, read the room. A guy at a loud bar wants something he can shout back in five words. A guy on a long walk with you can handle a question with a story attached. Same list, different order.

Questions to ask a guy

The all-rounders. Safe for a first date, a group hang or the first week of texting.

• Which app would your screen time report rat you out for this month?
• Which food would you order at every restaurant if nobody judged you?
• Which cartoon did you copy so hard as a kid that your parents got worried?
• If you had a free Saturday with zero plans, where do you end up by 3 PM?

Questions to ask a guy to get to know him

Go small and concrete: his childhood bedroom, his first job, the group chat he's most active in. Tiny details tell you more than big questions about goals.

More of these are in the Getting to Know deck in the app. 149 more cards are in the Getting to Know deck.

Never stare at an empty chat againcapybara cards has Getting to Know for the first few weeks, Slow Burn for the flirty build up and Situationship for the stage nobody can define. One phone, no setup, works on FaceTime too.Get the app

• Getting to Know149 cards
• Slow Burn90 cards
• Situationship90 cards

Questions to ask a guy you like

A little warmer, still easy. These make him talk about himself while quietly telling you what he cares about. None of them put him on the spot, which matters, because a guy who feels tested goes quiet fast.

• Which teacher would you still bring a coffee to if you ran into them?
• Which of your friends would you call first with good news?
• Which smell makes you walk into a bakery even when you're full?
• Which song do you secretly blast when you're alone in the car?

If you're into him, notice which answer he talks about the longest. That's the topic to bring back next time.

More of these are in the Slow Burn deck in the app. 90 more cards are in the Slow Burn deck.

Questions to ask a guy you're talking to

The talking stage is weird. You're past small talk but not quite at "so what are we." These keep things light while still telling you where it's going.

• Rainy Sunday: blanket fort and a movie marathon or soaking wet at a street market?
• Are you a plans-ahead texter or a "you up?" at 11 PM texter?
• What's something you'd want someone you're dating to just know without asking?

Questions to ask a guy you're getting to know

Mix in a few easy ones about his week, his roommates and his favorite spot in town. If the chat starts to feel heavy, switch to a silly would you rather and reset the mood.

More of these are in the Situationship deck in the app. 90 more cards are in the Situationship deck.

Questions to ask a guy over text

Text questions need to be answerable in one message, with a little room for him to explain. Send one, reply to his answer, then send the next. Never a list.

• Pizza at midnight or pancakes at 7 AM, and which one are you defending to the end?
• Which photo from this week would you send me with zero context?
• If you could teleport to one place for dinner tonight, where are we eating?

The photo one almost always gets a picture back, which is a good sign.

More of these are in the Getting to Know deck in the app. 149 more cards are in the Getting to Know deck.

Flirty questions to ask a guy

Keep these clean and playful. You want him smiling at his phone, not overthinking it.

• What was your first thought when you saw my profile picture?
• If we had a theme song, which song would you put on?
• Which emoji of mine makes you grin when it pops up on your lock screen?

Flirty questions to ask a guy over text

Over text, flirty works best after he's already sent something good. Reply to that first, then slide one in. And if he's already your boyfriend, our questions to ask your boyfriend cover every mood.

More of these are in the Slow Burn deck in the app. 90 more cards are in the Slow Burn deck.

How to keep the conversation going

• Follow up once. "Wait, why that one?" is worth more than three new questions.
• Match his energy. If he answers in two words, try a funnier question, not a deeper one.
• Trade answers. Tell him yours before he asks. It feels like a game, not a survey.
• Leave on a good one. End the chat while it's fun so he wants to pick it back up tomorrow.

This page is only a taste

You just read 17 cards. The full decks are in the app, and they're much bigger:

• Getting to Know has 149 cards for the first few weeks and the first few dates.
• Slow Burn has 90 cards for the flirty, take-your-time build up.
• Situationship has 90 cards for the stage nobody can put a label on yet.

Open the app, pick a deck and tap once for the next card. Read it out loud on a date, screenshot it into the chat or play together over FaceTime. You never have to think up the next question, and he never gets the same one twice. When this list runs out, the app picks up right where it ends.