I Am Confused! Should I Make A Move On My Best Friend?

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Hi, I have this male friend I’ve known for almost 20 years. He courted me back in the days but I was not available so we remained friends so far.

Life keeps pulling us apart and bringing us closer (geographically).

He now lives on the other side of the world but we call each other all the time.

He’s my best friend, support and confident. He knows everything about me and I about him.

We talk a lot, laugh to the same things etc.

We stayed at each other’s place multiple times over the years, even sharing a bed now and there but he never tried anything.

Now we are both 40 with a few failed relationships under our belt.

He keeps telling me how he wants to settle and start a family.

We talk a lot about the fact that the best way to go is marry your best friend, someone you really know and so on.

I have this odd feeling that he’s trying to test the waters with me but he never says anything definitive

I’m really wondering if I should make the first move and tell him we should give it a try.

I’ve never done such thing in my life and I’m afraid he would say no.

If he does, our friendship would probably take a hit.

What do you suggest?

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