You should ask your crush. I remember this happened back in middle school, where my friend had a crush on a guy and didn't want to ask so had me ask his friends and then they thought I had a crush on him but I didn't, all in all, it was just overly complicated and it would have been much simpler for her to ask him directly (it's great that you recognize how complicated it might get since his friend might not know). You could do it in person, if that's too scary, Snapchat/text/other messenger service would also work. I will have to say I recommend doing it in person, having to wait to get a response would probably be terrifying, at least if you do it in person you'll get a response basically immediately. Be brave! Don't be scared. If it doesn't work out, know that you are young and given time, will find someone who's perfect for you.
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i dont see why not, just keep in mind the friend might tell him that you asked
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