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How to ask out someone who's never had a girlfriend

I’ve got a bestfriend who I like a lot. I really wanna ask him out but I don’t know how to do it. I’ve had like 4 boyfriends before him but they’ve all asked me out. so I have no idea how to do it or how to bring up the subject. help please

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Answer #1

I’ve been in that position. Damn that was so bad. I chickened out every time, I would regret it but that’s a different story.

Anywho, bring it up casually like “Hahaha Janine (or some other random friend’s name) and I were talking and she says we’d be a cute couple. What do you think?”

If he says yes ask him there.

If he says no, ask him why. If it comes up with “We’re good friends and it’d be weird” or something like that, back yourself up and defend why you would look cute together until he understands a little.

Hope this helps, good luck and I hope it works out (:

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