When to Use O-Ring on P/S Pressure Hose?

This power steering pump was attached to the '65 Formula S when I purchased it and I have no idea if it is original to the vehicle or if it is a replacement from another year/model.

Anyone expert enough to classify this hose fitting and tell us if it seals with/without an o-ring? Thank you.

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That is a inverted flare and not designed for a o ring. Just like a brake line or steel fuel line.