Entrepreneur, Senior Leader & Ecosystem Builder with a degrees in Music, Psychology, Digital Mgmt & Transformation. Co-founder of the Music Factory and Earkick. Life-long learner with a deep passion for people, mental health and outdoor sports.
How to best talk to your crush can feel like defusing a bomb with spaghetti. One wrong move and poof — awkward silence. But when the convo flows? Magic. Whether you’re texting late at night, sitting next to each other at a party, or finally on that coffee date, this list of things to talk about with your crush has got your back.
From playful to deep, flirty to fun, dark to even forbidden these questions will help you connect without overthinking every word. Find a short crash course on how to start, maintain, and even boost that conversation. Connections and relationships can boost your mental health!
Things to Talk About With Your Crush
Let’s dive into the 111 most crush-worthy things to talk about — ranked by how likely they are to spark chemistry. Unless you want to hop straight to 100 uncomfortable questions to ask your partner…
Fun Things to Talk About With Your Crush
These are perfect to kick things off with a smile and maybe a laugh-snort.
- If you could swap lives with any character from a movie for a day, who would it be?
- What’s your go-to karaoke song — and are you actually good at it?
- Would you rather fight 100 duck-sized horses or one horse-sized duck?
- What’s the weirdest thing you’ve ever Googled?
- If your life were a sitcom, what would it be called?
- If you could have any silly superpower (like talking to squirrels), which would it be?
Flirty Questions to Ask Your Crush
Sliding into playful flirt mode? These are low-risk, high-reward.
- Do you believe in “right person, wrong timing” — or is that just a cute excuse?
- What’s something small that totally wins you over?
- Has anyone ever told you that talking to you is weirdly addictive?
- Are you always this charming or am I just lucky tonight?
- What’s something you’ve never told anyone — but might tell me?
- So… when are we going on our pretend honeymoon to test the vibes?
- What’s the first thing you notice about someone you’re into?
- Can you cook, or are you more of a “let’s order in and cuddle” type?
Romantic Things to Talk About With Your Crush
Yes, we’re going there. If the chemistry is obvious, lean in.
- What’s your idea of the perfect date — like, actual Pinterest-board level?
- What song instantly makes you think of falling in love?
- What’s something really small that instantly makes you feel cared for?
- Do you believe in love at first sight — (or should I walk by again)?
- What’s the most romantic thing someone’s ever done for you?
- Remember the most romantic thing you have ever done for someone?
Interesting Things to Talk About With Your Crush
Brains are hot, too! Impress without sounding like a walking TED Talk.
- If you could master any skill instantly, what would it be?
- What conspiracy theory or cult do you kind of believe?
- What invention do you think changed the world the most?
- If time travel was real, which era would you visit first?
- What’s one random fact that always blows your mind?
Playful Things to Talk About With Your Crush
Add some bounce and banter to the convo. Lighthearted + flirty = magic
- What would your drag name be?
- If we were characters in a video game, what would our powers be?
- Would you rather be famous for something ridiculous or unknown but brilliant?
- What emoji describes you best — and why?
- What would your celebrity name be?
- What’s your go-to dance move when no one’s watching?
Personal Experiences to Talk About With Your Crush
Sharing a bit about yourself = vulnerability = connection.
- What’s something that completely changed how you see the world?
- Have you ever had a “this is what life’s about” moment?
- What’s the most spontaneous thing you’ve ever done?
- When’s the last time you laughed so hard you cried?
- Ever had a travel experience that changed you?
Compliments to Talk About With Your Crush
Compliment them without sounding like a Hallmark card. Smooth, not cheesy.
- You have a really contagious vibe — do people tell you that often?
- I feel like you’d make an amazing [insert guess — therapist? DJ? detective?] — ever thought about it?
- You have this energy that makes people instantly comfortable. Is that your secret power?
- Honestly, the way you [insert specific quality] is kind of impressive.
- I don’t know if it’s your voice or your confidence, but something about you is seriously attractive.
Favorite Things to Talk About With Your Crush
Shared obsessions = bonding. Easy to answer and full of “OMG me too” moments.
- What’s your ultimate comfort food?
- Which movie have you rewatched more than five times?
- Who’s your forever celebrity crush?
- What’s your dream vacation spot — and why haven’t we gone yet?
- What’s one song you’d never skip?
Thought-Provoking Things to Talk About With Your Crush
Soft philosophy, not a debate club. You’re going for the “you make me think in a good way” vibe.
- Do you think people are more driven by love or fear?
- Is happiness a choice, a goal, or a moment?
- If you could ask your future self one question, what would it be?
- What do you think makes someone truly “interesting”?
- Do you think soulmates are real — or made?
Childhood Things to Talk About With Your Crush
Nostalgia is the ultimate soft spot. Get those awws and “no way, me too!” vibes flowing.
- What was your favorite cartoon growing up?
- What weird thing did you believe as a kid?
- Did you have a childhood pet — and what happened to them?
- What was your ultimate school lunch trade item?
- What’s a memory from childhood that still makes you smile?
Beliefs to Talk About With Your Crush
Gently deep, not date-ruining heavy. Good if things are getting serious and you’re vibing.
- Do you believe everything happens for a reason?
- What does “success” mean to you?
- Do you think people can truly change?
- What’s one non-negotiable belief you live by?
- Do you believe in signs from the universe — or is that just me?
Juicy Stuff to Talk About With Your Crush
Only if the vibe is clearly hot. Late-night territory. Proceed with playful confidence.
- Have you ever had a crush on a teacher or coworker?
- What’s your biggest turn-on that people wouldn’t guess?
- Ever had a dream about someone… and then couldn’t look at them the same?
- What’s something totally innocent that drives you wild?
- What’s your idea of a perfect kiss — setting and all?
Hobbies to Talk About With Your Crush
Get to know their passions. Low-key but revealing — great for seeing if your lives could fit.
- What hobby would you do every day if time and money weren’t an issue?
- What’s something you’re secretly really good at?
- Ever tried something totally random just for the thrill of it?
- What hobby do you think is super underrated?
- If you could start a club, what would it be about?
Scary Things to Talk About With Your Crush
For when you’re past small talk. Not horror stories — emotional bravery. For that deeper-level intimacy.
- What’s something you’re scared to admit out loud?
- What’s your biggest fear — and how do you deal with it?
- Have you ever felt totally out of control in your life?
- What’s a decision you made that still haunts you a bit?
- When was the last time you truly felt brave?
- What’s your darkest thought that you’ve never said out loud?
- Have you ever broken someone — and knew it?
- What would destroy you if it ever got out?
Dark Things to Talk About With Your Crush
Perfect for late-night convos when you’re both feeling honest and unfiltered. Not scary, not sad — just real, raw, and slightly shadowy.
- Do you ever wonder what version of you might’ve existed if one thing had gone differently?
- What’s a truth you think most people aren’t ready to hear?
- Is there a part of your personality you try to keep hidden?
- Have you ever felt like you were your own worst enemy?
- What emotion do you find hardest to admit — even to yourself?
Things to Talk About With Your Crush on the Phone
Sometimes the voice says more than the words. Phone chats are all about tone, pauses, and letting things breathe. These questions open up space for both voices — and sparks.
- What’s something that instantly makes you feel better when you’re having a rough day?
- What’s the best compliment you’ve ever received… and did you believe it?
- If we had to talk every night for a week — no texting, just phone — what would you want to learn about me?
- Do you think people’s voices match their personalities?
- If I called you out of the blue in the middle of the night, what do you think I’d say?
- What kind of conversations do you secretly wish lasted all night?
- Do you think hearing someone’s voice makes it easier to tell if you like them?
- What would you want me to say if I ever left you a voicemail you couldn’t delete?
- If we could only talk about one topic tonight, what would you choose?
What to Ask Your Crush Over Text
- Texting is its own dance — timing, tone, and just the right emojis. These are short, flirty, and scroll-stopping. This is the art of the typed spark!
- What’s your most-used emoji — and does it actually represent you?
- Can you send me a photo of something random in your room right now?
- Wanna play 20 Questions, or are you scared I’ll win?
- What song should I listen to right now that’ll make me think of you?
- If I texted “come over” right now… what would you actually do?
Deep Conversation Topics With Your Crush
For when you’re both In the mood to get real. Save these for night walks, long drives, or those 3 a.m. text moods when life suddenly feels poetic.
- Do you think people are born a certain way, or shaped by life?”
- What’s one memory that changed the way you look at things?”
- Have you ever had a ‘this can’t be real’ kind of moment?”
- What’s something you wish people asked you more often?”
- What scares you — in a good way?”
Forbidden Things to Talk About With Your Crush
These are the questions you don’t ask in daylight… but maybe in a voice note at 1:23 AM.
- What’s something totally off-limits for most people to ask you — but I’m allowed to?
- Ever had a crush on someone you really shouldn’t have? What happened?
- What’s one fantasy or thought you’ve never told anyone?
- What’s something you’d only tell someone you completely trust?
- Ever done something you swore you’d never do again… but secretly kind of want to?
- What’s your opinion on “friends with benefits” — honest answer only.
- Have you ever felt chemistry with someone and just ignored it completely? Why?
How To Talk To Your Crush Without It Being Awkward
So you’ve got the questions (hello, 111 gems), but now you’re wondering:
“Cool… but how do I start without sounding like a total dork?”
Don’t worry — we’ve got the cheat codes.
Pro tip: Use an AI personal assistant to practice before the real deal.
How to Start Talking to Your Crush (Without Internally Screaming)
The first move doesn’t have to be legendary. But it has to happen.
Here are a few no-pressure ways to kick things off:
#1 The Casual Compliment
“Hey, just had to say… that jacket is actually really cool.”
Keep it specific and genuine — no “ur hot” energy please. Compliments focused on style or effort (rather than physical features) are more likely to feel sincere and boost positive feelings.
#2 The Shared Moment
“That meeting was chaos—how are you still alive?”
Great if you’re classmates, coworkers, or part of the same group. Shared experiences — even small ones — create “micro-bonds” that increase rapport and build trust.
#3 The Curiosity Card
“Random question for you: ever wish you could unread a text?”
Go unexpected — weirdly works better than ‘Hey, how was your day?’ Curiosity sparks deeper engagement. Novel, unpredictable questions trigger the brain’s reward system and increase attention.
#4 The “I Noticed” Opener
“You always have such interesting playlists. What genre are you into right now?”
People love being seen — and not in a stalkery way. Notice personal details and reflect them back. It creates what’s known as the “responsiveness effect,” which strengthens emotional connection.
How to Start a Conversation With Your Crush
Don’t try to be impressive — try to be interested. If you’re feeling bold, sprinkle in a few good pickup lines to show your flirty side without going overboard. Confidence is key, but so is curiosity.
Here’s how to stay chill while also showing you care:
#1 Ask something open-ended
“What’s a movie you could watch a million times and still love?”
Avoid yes/no traps! Open questions give them space to share something personal.
#2 React to what they say — don’t just wait to talk
Them: “I’ve been obsessed with cooking lately.”
You: “Wait, what’s your signature dish? And when are you making it for me?”
This adds curiosity and a playful hook — not just “cool.”
#3 Use voice notes or punctuation if texting — they help with tone
“You survived Monday?? I’m genuinely IMPRESSED.”
A little tone goes a long way — especially when sarcasm or warmth might get lost in plain text.
#4 Laugh at your own awkwardness (it’s charming, trust)
“Okay, that sounded cooler in my head…”
Self-aware is much more powerful than trying too hard. Always.
Pro Tip:
If it does get awkward, you can always say:
“Okay that was a weird thing to say… but I stand by it”
Confidence in your cringe? Unstoppable.
How to Keep the Conversation Going With Your Crush
You’ve started strong, but now… the convo’s drying up. Here’s how to revive it:
Use callbacks: “Wait, earlier you said you used to skateboard. Please tell me there’s a wipeout story.”
Add “why?” or “how come?”: Turns almost any answer into something deeper.
Text them something random from your day: “This squirrel just tried to steal my sandwich. I feel personally attacked.”
Flip the table: “Okay, your turn — ask me something unexpected.”
Insert a challenge: “You have 5 minutes to convince me that pineapple on pizza is a good idea. Go.”
There’s something kind of wild about connection — how a single question can shift the whole vibe, flip the mood, or even change the story. There are plenty of things to talk about with your crush and nobody expects you to be perfect. Be curious, brave enough to ask, and open enough to listen.
Now stop scrolling and start talking!
