This is so cute and so well thought out. I'm a huge believer in if it's meant to be, it's meant to be.
I had a thing with a guy once. We were never together, but we would hold hands and have little kisses and cuddles if we happened to be out together, more than friends but not enough to be boyfriend and girlfriend. Eventually it just fizzled away, we were seeing other people etc. Anyway, a few years later we ended up working together. Zero awkwardness and because we used to get on so well and had great chemistry, we just fell back into a lovely friendship (with no kisses or cuddles). So a success story of sorts! If it doesn't work out, it doesn't always have to be awkward.