Check your watchOS version too. Maybe that's what's not up to date. The watch gets its own updates too.
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Like I said before, when making the payment it makes not difference: yes, it is just as fast to tap a card as it is to tap a mobile device or a wearable. But, while you're in line, do you think it is just as fast to take out your wallet and dig for a card as it is to just press a button twice? definitely not. Double pressing a button is easier and faster. I think that's the part you're not getting. Plus, you're also completely ignoring the additional security measures that Apple Pay, Samsung Pay or any other mobile payment offers vs a regular contactless card and that allow for Apple Pay not to have a maximum amount limit.
As for Americans, you are correct. They had never heard about contactless payment until apple pay launched in 2014. Contactless cards never really existed in the US, where magnetic stripes were still widely in use by 2014 and are still used in a lot of places even now in 2019 (that's why, every now and then on sites like this one, you still read an article about some US merchant rolling out Apple Pay: they're actually just rolling out contactless). Obviously Apple Pay was awesome to them when compared to swiping a card, which was also how Apple touted it when they first announced it back in 2014.
I bet people in Mexico will also think Apple Pay is awesome if it ever launches officially in the country (it already works unofficially just like it did in Netherlands for years) where, like in the US, contactless payment is not yet as common as in Europe. The only difference vs the US is that in Mexico magnetic stripe readers were abandoned long ago in favor of chip readers for security reasons, and most if not all chip readers currently in use are also NFC capable, so any merchants who have yet to start accepting contactless payment in Mexico would only need to enable it via software with no need to buy new hardware like merchants in the US had to (though more than one merchant in Mexico might still end up buying new equipment out of ignorance).