Questions to Ask Your Crush
Don’t be nervous!
We’ve all been there. The person you can’t stop staring at. The person who makes you fumble words. The person who makes you overthink even basic information about yourself when in conversation.
Have no fear! We’ve put together the ultimate list of conversation starters for you to ask your crush! Whether you’re collecting good questions to send over text or reading this with your crush sitting right next to you (hi, crush!), this list is the perfect starting point for you.
Specifically crafted to be just invasive enough (and with just enough fodder for flirting), this list has funny, deep, and playful questions to get the ball rolling. Just remember to come back and invite us to the wedding!
And (as always) we extend to you a warm Chatterbox invitation to upvote your favorites.
- What celebrity do you think you would be the closest friends with?
- Based on what you know about me, what do you think would work about us as platonic roommates? What wouldn’t work?
- What was your first impression of me when we met?
- Have you ever talked about me to your friends? What do they know about me?
- What is something you remember from the first time we met?
- Which of my friends do you like the most? Like the least?
- Which of us do you think was the more obedient child?
- In what ways are you similar to your best friend? In what ways are you different?
- If you could wake up tomorrow with a new talent, what would you choose?
- How do you recharge?
- Do you think you fit any stereotypes? If you had to pick, which fits you best?
- What is the wildest version of your future life that could you could see feasibly happening?
- If you had to get a new tattoo today, what would you get and where would you put it?
- What’s something you like that people wouldn’t necessarily guess about you?
- How do you think about who makes the first move?
- How long should a first date be? What is the perfect first date activity?
- Do you consider yourself to be a good kisser?
- What was your worst experience on a first date?
- Do you think you are good at setting people up? Why or why not?
- Who in your life would you trust most to set you up?
- If you were going to steal and keep one article of clothing I have, what would it be?
- Which of us do you think is the better driver?
- Which of us do you think is the better cook?
- Which of us do you think is the better student?
- Which of us do you think is more adventurous generally?
- Which of us do you think can sleep in later?
- Which of us do you think would be more likely to make the first move?
- Which of us do you think is more shy?
- Which of us do you think watches more TV?
- In what ways are you similar to your parents? In what ways are you different?
- In what ways are you similar to your siblings? In what ways are you different?
- How important is music to you personally?
- How important is the idea of being well-read to you personally?
- If you had to live somewhere you’ve visited for a year, where would you choose?
- Did you ever sneak out of the house growing up?
- In what ways do you think we’re similar?
- What do you think the biggest difference is between us?
- What would you change about your home town?
- Is there anyone in your life you wish you were better friends with?
- What’s your favorite fast food restaurant?
- Do you have any expectations when it comes to who pays for dates?
- What is something you are looking forward to in your life?
- Do you have a strong opinion about reality TV?
- What is your strongest political opinion?
- Are you more of a morning or night person?
- If you had to pick a new first name, what would you choose?
- What is most different about you now from how you were in middle school / high school / college?
- What’s something you’ve done that you think everyone could benefit from trying?
- What’s the best new artist/song you’ve discovered recently?
- What’s the first album you ever bought?
- What’s the first concert you went to?
- How did you meet your best friend?
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