Does it get awkward the moment he asks you out? Or is it after a bit of time?
When he asks. W time it gets easier. But really somwtimes it doeant have to be awkward if you dont make it awkward. Some frindships can mend. Eg. If she rejects you, you may say sorry, as you are such a good friend i thought there might be more to it. Hope we can stay friends. Then give her time.
I had a really weird one. I asked her out and she rejected and there was no awkwardness after at all. We just carried on as if nothing happened.
Sure it can happen, as i said it doeant always have to be awkward.
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