Should I date my guy friend?

We’ve been great friends for a little over five years now. Every time we text it goes on for hours with lots of laughter and we can talk about anything. We even say “good morning” and “good night” to each other. He’s already mentioned liking me, wanting cuddles in the future, complementing me, and hopefully us being in a relationship. The only problem is my family doesn’t approve of him as a potential dating partner and they also judge his looks (he’s shorter than me, I’m out of his league, etc). There’s also the issue of clean freak (me) being with a somewhat messy person (him). But I do see potential in him. We’re comfortable around each other and we just click. What can I do to make it work? Should we just stay friends?

Should I date my guy friend?
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