How can I tell him? How do I know if he feels the same?

Okay at school I'm friends with mostly guys and like they're really awesome. One guy in the group Dylan who only just came to this school in the last 2 weeks before summer holidays last year, I'm crushing on. I'm really into him but I'm too scared to even ask him to hangout outside of school. I found out the rest of my friend group was betting on if I was into him and if we would get together... this is what happens when ur friends with guys 😂. But anyways how do I know if he likes me the same way i like him and also how do I ask him? Like Dylan and I have hung out just the two of us on many occasions at school and it was always really fun, on one occasion we actually ditched our friends group on a sports day and just hung out together the entire time. But bonus fact, he rarely spends time with friends outside of school and that's another reason why I'm nervous too...
How can I tell him? How do I know if he feels the same?
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