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If there’s someone you can’t stop thinking about or you get butterflies when they walk by, you probably have a crush. Approaching your crush is nerve wracking enough, but it can be even harder when you and your crush are a little shy. Thankfully, there are a few ways you can break the ice and have a fun conversation with the person you like without feeling awkward.

This article is based on an interview with our personal development and dating coach, Eddy Baller. Check out the full interview here.

1

Pick a few conversation topics ahead of time.

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  1. Since they’re shy, too, focus on things you know they like so they can talk a lot about them. For instance, if your crush is in band, you might ask them how practice is going or if they’re excited to perform at homecoming.[1]
    • If your crush likes art, you could talk about your artistic skills and which mediums you’ve been using.
    • If you know your crush is into music, ask them if they’ve seen any live bands lately.
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5

Lead the conversation by asking for help.

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  1. If you’re in the same class together, ask your crush for help with the homework or on an assignment. From there, you can segue into talking about other things or venting about the teacher. Say something like:[5]
    • “Hey, have you studied for the exam yet? I’m really having trouble with integrals.”
    • “Hi! I’m having trouble understanding this question. Do you think you could help me out?”
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7

Bond over shared interests.

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  1. Check out their social media pages for some inspiration. If you both love sports, ask them if they caught the big game yesterday. If you’re both into the same TV show, ask them if they’ve seen the most recent episode. It’s a good way to bond and come up with quick conversation starters.
    • Say something like, “Did you catch the football game last night? I was biting my nails in the third quarter.”
    • Or, “Have you seen the most recent episode of Rick and Morty? What’d you think?”
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11

Fake your confidence if you need to.

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  1. Even if you feel super nervous or shy around your crush, if you pretend like you aren’t, you’ll eventually feel better. Before you even start thinking about approaching your crush, try to hold your head high and remember that you’re awesome.[10]
    • It might help to give yourself a little pep talk before you head over to chat with your crush. In your head, say things like, “I’m funny and super fun to talk to,” and, “I’m going to say hi to my crush, and it’s gonna go super well.”
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Dating Simulator: Classroom Crush

  1. Can you win the heart of your classroom crush?
    It’s just a regular day at school—except your crush is sitting one row over, and every glance feels electric. Between pop quizzes, group projects, and hallway run-ins, you’ve got a chance to make a real connection. But in the world of classroom crushes, one wrong move can haunt you all semester. Will this be the start of something sweet… or painfully awkward?
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Tips

  • If you’re feeling nervous, try taking deep breaths and counting to 10 before approaching your crush.
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References

  1. Eddy Baller. Dating Coach. Expert Interview
  2. https://kidshealth.org/en/kids/crushes.html
  3. https://www.cosmopolitan.com/sex-love/a30538685/how-to-get-your-crush-to-like-you/
  4. Eddy Baller. Dating Coach. Expert Interview
  5. https://www.hercampus.com/wellness/5-flirting-tips-shy-girls/
  6. https://www.hercampus.com/wellness/5-flirting-tips-shy-girls/
  7. Eddy Baller. Dating Coach. Expert Interview
  8. Eddy Baller. Dating Coach. Expert Interview
  9. Eddy Baller. Dating Coach. Expert Interview

About This Article

Eddy Baller
Co-authored by:
Dating Coach
This article was co-authored by Eddy Baller and by wikiHow staff writer, Hannah Madden. Eddy Baller is a men’s dating coach and founder of Conquer and Win, a Vancouver-based service that helps men break free from loneliness and meet the women they truly want. Since 2011, he has coached men to overcome approach anxiety, spark real attraction, and build meaningful relationships—without relying on dating apps, gimmicks, or luck. Through both online sessions and in-person coaching, Eddy gives live feedback as clients meet women in everyday places, making confidence feel natural and conversations effortless. His mission is simple: to help men get into meaningful, long-term relationships. This article has been viewed 74,846 times.
61 votes - 89%
Co-authors: 8
Updated: June 22, 2024
Views: 74,846
Categories: Dating | Crushes
Thanks to all authors for creating a page that has been read 74,846 times.

Reader Success Stories

  • Brantley B.

    Brantley B.

    May 12, 2024

    "It help me many ways. I learned how to act around my crush."
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