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If there’s a guy at school you just can’t stop thinking about, you might have a little crush. Daydreaming about him is one thing, but actually approaching him can seem kind of daunting (especially if you don’t know him that well). Fortunately, there are a few ways you can approach him without feeling too awkward or shy. Keep reading to learn how you can start talking to the guy you like and get to know him a little bit better.

1

Find out what he likes.

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  1. You can ask your friends (or even his friends) which sports he does, if he’s in the school play, what his favorite class is, or which TV shows he likes to watch. You don’t have to get his whole life story, but try to prepare yourself with one or two things you know about him.[1]
    • You can also get this info if you have classes with him or see him around school. For instance, if he’s wearing sneakers and basketball shorts, you can probably guess that he plays basketball.
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2

Smile and make eye contact with him.

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3

Be confident.

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  1. If you feel shy, try to fake it until you make it. Push your shoulders back, lift your chin up, and keep a smile on your face. The more confident you look, the better chance you have of striking up a conversation with a cute guy.[5]
    • If you’re feeling a little awkward, try waiting until the guy is alone. It’s much easier to approach someone one-on-one than in front of a group of people.
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4

Introduce yourself.

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  1. If you’ve only ever seen him around school, just start by heading over and saying hello. Then, tell him your name to get a conversation started.[6]
    • Say something like, “Hey, my name’s Alyssa. What’s yours?”
    • If you two already know each other but you haven’t talked in a while, you could say something like, “Hey, I’m Brad. Remember me? We went to kindergarten together.”
5

Ask him about a common interest.

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  1. Or, maybe you both play sports after school. Talking about something you’re both interested in will get a good conversation flowing, and it’s an easy way to approach someone. Try something like:[7]
    • “That math test last week was brutal. How’d you do?”
    • “Do you play soccer too? I’ve seen you out in the field a few times.”
    • “Have you started the science homework yet?”
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6

Give him a compliment.

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  1. As you two chat, work in a few compliments to let him know that you might be interested in him. You could talk about how good he looks today, how you like his outfit, or even how smart he is. Say something like:[8]
    • “I really like that sweater on you. Is it vintage?”
    • “You killed that debate in class yesterday. It’s like you’ve been practicing!”
    • “I wish I could pull off curly hair that well. It looks amazing.”
7

See if he wants to hang out later.

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  1. You can ask him if he has plans later today, or you can set a time for later that week. You don’t have to call it a date if you don’t want to. Try something like:[9]
    • “I was gonna watch the football game after school today. Wanna come?”
    • “Are you doing anything next week? It would be fun to check out the new bowling alley.”
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8

Give him your number.

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10

Follow him on social media if you’re nervous.

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Tips

  • If you’re feeling super nervous, ask a friend to come with you when you approach the guy. They can help break the ice and get you two talking.
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About This Article

Judith Gottesman, MSW
Co-authored by:
Matchmaker & Dating Coach
This article was co-authored by Judith Gottesman, MSW and by wikiHow staff writer, Hannah Madden. Judith Gottesman is a Matchmaker, Dating Coach, and the Founder of Soul Mates Unlimited™️ Date Coaching and Matchmaking. With more than 20 years of experience, she specializes in using psychology, attention to detail, and her intuition to create lasting matches. Her work has been featured in numerous national media outlets, such as The New York Times, NPR, and Fox News. Judith is also an author of two books, Your Soul Mate Awaits! and The Lost Art of Dating. She holds a BA in Psychology from The University of California, Berkeley and an MA in Social Work from Yeshiva University. This article has been viewed 32,684 times.
34 votes - 61%
Co-authors: 9
Updated: February 3, 2025
Views: 32,684
Categories: Dating
Thanks to all authors for creating a page that has been read 32,684 times.

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