27 engaging questions to text your crush to spark a connection

We get it—texting someone you’re crushing on can be nerve-wracking, which is why it helps to have some backup questions ready—especially if you’re trying to move beyond the typical “What’s your favourite colour?” There’s an art to sparking a romantic interest with questions that are fun, flirty, and insightful, helping you gauge compatibility without turning the conversation into an interview. The key is to deepen your connection while keeping things light and natural. Of course, there’s no strict formula for what to ask, and texting someone you like can be intimidating enough without overthinking it. Below, you’ll find some of the best questions to ask your crush—whether you’re hanging out in person or chatting over text. From deep and interesting to playful and fun, these questions will help keep the conversation flowing when you're feeling a little tongue-tied.

 

Beginner 

What’s your favourite place you’ve travelled to?

Do you have any tattoos?

What’s the worst date you’ve ever been on?

What are your four favourite movies?

What’s your favourite piece of random trivia?

What’s a song you’ve discovered recently?

What’s one thing you think you spend way too much money on?

What was your luckiest moment in life?

What’s something you consider a guilty pleasure?

 

Interesting

What’s your favourite childhood memory?

Are you close with your family?

Have you been in love before?

Do you believe in soulmates?

What’s your love language?

What’s the most rebellious thing you’ve ever done?

What would you consider your proudest accomplishment to be?

What’s the worst thing about dating today?

Are you a relationship person, or someone who’s generally more comfortable single?

 

Flirty

What makes for a perfect date, in your opinion?

What’s the most romantic thing you’ve done for someone?

What are some things that turn you on?

What was your first impression of me when we met?

Do you prefer other people to make the first move?

I had this dream you were in last night. Want to hear it?

Has anyone ever told you how beautiful your eyes are?

Have you ever been to this restaurant? I’m dying to try it.

Is it okay that I’m thinking of what it’d be like to kiss you?

Feature image credit: Netflix

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