Questions to Ask Your Crush: The Best IRL & Text Conversation Starters

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All the best things to talk about with your crush

Co-authored by Suzanna Mathews and Raven Minyard, BA

Last Updated: October 16, 2024 Fact Checked

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Talking to your crush can seem scary at first, but you did it! Now all you have to do is keep the conversation from dying. Keeping a convo going with your crush isn’t as hard as you’d think, especially when you’ve got a list of questions and tips to guide you. To help you out, we’ve put together a list of the best ways to keep a conversation going with your crush.

Best Things to Talk About With Your Crush

Try starting a conversation with a joke or meme or by telling a funny story. Ask them “Would you rather?” questions as a fun way to break the ice, or get to know them on a deeper level by asking questions about their childhood, like where they grew up and what their relationship with their family is like.

1

Send your crush a hilarious meme.

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Laughter is a fantastic ice-breaker. If you don’t know where to take a text conversation next, send a funny meme or gif to show your crush what you’re feeling. This can start a stream of memes back and forth that will have you both rolling with laughter, keeping the conversation going in a light and playful way.
- Send a funny meme from a TV show you both watch.
- Share a silly animal meme with their favorite animal.
- Show them your favorite viral meme.
- Make your own meme based on an inside joke.

2

Tell your crush about your interests.

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Talking about yourself can keep the conversation going. If you don’t know what to ask your crush next and are worried the conversation will end soon, let them know about your day, interests, or hobbies. Share things that will give the other person a little bit of an in-depth look into who you are. Showcasing a little about yourself can spark an idea of what to talk about next.^{[1]
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- “Have you seen WandaVision? I’m OBSESSED.”
- “You won’t believe the crazy thing that happened today.”
- “I made the best pasta last night. You would have loved it!”
- “I started a new painting today. Do you wanna see a picture?”
- “Do you like to read? I have a ton of book recommendations!”
- “I’m thinking about taking a pottery class. Have you ever tried it?”

3

Be bold and compliment your crush.

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Shower your crush with affection to keep them engaged. This will let them know you’re into them without completely confessing your crush. Maybe they’ll thank you or compliment you back. Either way, swallow those nerves and keep the conversation rolling—you got this!^{[2]
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- “Where did you get your haircut? It looks amazing!”
- “Has anyone ever told you you have a great smile?”
- “I love your shirt! Where did you get it?”
- “You’re so funny! I always know I’m going to laugh when we hang out.”
- “Have I ever mentioned how pretty your eyes are?”
- “You’re so smart! I could listen to you talk for hours.”

4

Show them your playful side with a funny story.

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Make your crush laugh and show them how fun you are. Whether you’re telling a personal funny story or something you saw online, let your crush know all about it! Be dramatic and a little bit extra because you don’t want this conversation to die anytime soon.^{[3]
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- “The most embarrassing thing happened to me at the store yesterday.”
- “Did I tell you about the hilarious moment I witnessed last week?”
- “You won’t believe what I used to do to get a laugh when I was a kid!”
- “I have to tell you about the craziest thing that happened at my friend’s party last night.”
- “You’ll never guess what happened to me at the park this morning.”

5

Play a game of “Would You Rather?” with them.

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Break the awkward silence with a fun game of choice. Playing “Would You Rather?” is a great way to keep the conversation going because you and your crush can elaborate on why you picked your choice and debate your answers. When you need a quick way to get the conversation moving, try some of these questions:^{[4]
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- “Would you rather drink Coke or Pepsi for the rest of your life?”
- “Would you rather be extremely lucky or extremely smart?”
- “Would you rather have the power to turn invisible or be able to fly?”
- “Would you rather travel to the past or the future?”
- “Would you rather never be able to go outside during the day or at night?”
- “Would you rather have an extra finger or an extra toe?”

6

Ask them about their favorite movies.

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Give your crush a chance to gush about their interests. You can learn a lot about a person from their favorite movies, and it’s also a great way to start a friendly debate. Maybe you both have different movie tastes or they have seen a movie you haven’t. Either way, this keeps the conversation lively because who doesn’t like hyping up their favorite movie?^{[5]
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- “What was the last movie you saw in theatres?”
- “Have you seen any good movies lately?”
- “If you had to pick: Star Wars or Marvel?”
- “If there was one movie you could make everyone watch, what would it be?”
- “What did you think of the Oscars this year? Did your favorite films win anything?”
- “I’m looking for a good movie to watch tonight. Got any recs?”

7

Loosen up your crush with a joke.

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Jokes are a great way to break the tension. Your nerves may be running high when you’re talking to your crush, and that’s perfectly okay! This person means a lot to you, and you want to do anything to make sure they don’t walk away. If you’re greeted with awkward silence, try cracking a joke. Maybe you and your crush both vibe with dad jokes or you both like knock-knock jokes, but you won’t know until you try some out!^{[6]
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Research source} See if some of these jokes get you both talking again:
- “Velcro. What a rip-off, am I right?”
- “Have you heard the rumor going around about butter? Never mind. I shouldn’t spread it.”
- “What do you call a fake noodle? Impasta!”
- “Knock, knock.” “Who’s there?” “Tank.” “Tank who?” “You’re welcome.”
- “If seagulls fly over the sea, what flies over the bay? Bagels!”
- “Two guys walked into a bar. The third guy ducked.”

8

Ask about your crush’s day.

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Show your crush you care about what goes on in their life. Asking about someone’s day can make their day, and even more importantly, get your crush talking. The strongest connections are made when we are really sincere with those we’re talking to, so let your crush know they can open up to you about anything.^{[7]
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- “How was work today?”
- “How was your weekend?”
- “What’s something that happened this weekend that meant a lot to you?”
- “Tell me something good that happened to you today.”
- “I noticed you seem kind of stressed. Did something happen at work?”

9

Ask your crush open-ended questions.

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This way, they’ll have to say more than “yes” or “no.” When asking open-ended questions, think of them like summary questions on a test. What can you ask that your crush will have to elaborate on? Stick to the “who,” “what,” “when,” “where,” “why,” and “how” to keep your conversation going.^{[8]
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- “Who do you admire most?”
- “What is your favorite thing to do in your free time? I like dancing.”
- “When did you start playing the guitar?”
- “Where is your favorite place in the whole world? I like anywhere there’s sunshine.”
- “Why do you like pizza so much?”
- “How did you get involved in sports?”

10

Follow up questions with more questions.

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Prove that you’ve been paying attention and pique your crush’s interest. The best way to do this is to branch off what they’ve just said, sticking to what really interests you. Here are some examples to help you get started:^{[9]
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- “That sounds like fun! How did that passion start?”
- “That sounds so interesting. Do you know what you want to do with your degree?”
- “That sounds terrible. Were you able to get some help?”
- “Sounds like you had a wild day! Is every day this exciting?”
- “I can’t believe he said that! How did you respond?”

11

Share a video that’ll make your crush laugh.

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Your favorite video could spark a longer conversation. We all have that one clip that leaves us cackling—just thinking about it brings us to tears! If words start to fail you, pull out your phone or send them your favorite funny video. Maybe they haven’t seen the cat scared of the cucumber or the baby being sassy. And even if they have, talking about the video is a great way to hold their attention and keep the conversation from ending.^{[10]
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- “Have you seen this video before? It’s my fav.”
- “You’ve gotta check out this video! LMAO”
- “This'll make you laugh. Trust me!”
- “Let me send you this hilarious TikTok. It had me laughing for hours!”
- “This video never fails to make me laugh. Let me know what you think!”

12

Switch topics if things start to get boring.

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Try something new to stop the conversation from dying. Going with the flow is great, but sometimes conversations need a little push in a different direction to keep moving. Segue into a similar topic or take a 180 to something completely different! There are no rules, just remember what your crush has told you so far and branch off of that.^{[11]
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- Listen to what your crush is saying. You can use what they’ve already told you to start talking about another topic.
- “You were talking about pizza before? Can I get a slice at this new restaurant you’re talking about?”
- “I just thought of the story I wanted to tell you about earlier!”
- “Remember that musician I was telling you about? I just found out they’re doing a concert this weekend!”
- “Total change of subject, but I finally watched that show you recommended. It’s so good!”
- “You said you’ve been to France, right? Do you have any travel tips?”

Questions to Keep the Conversation Flowing

Sample Questions to Keep the Conversation Flowing

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