Replicating SSH's UI is not the point here.
> Notably, SSH will not automatically connect. It asks first. That's why it's useful.
How many sysadmins really do check their newly installed server's fingerprint? They just type "yes" on first connect and grab the server's certificate. I believe very few people actually do manual loopups when SSH pops the first-connection warning.
Most hosting providers will send you cleartext passwords for your server by email. When you log onto that server for the first time, there is no easy way to tell if you're the victim of an elaborate MITM attack. So that's happening right now.
> If browsers automatically trusted a page the first time they hit, attackers can just redirect the user to http://paypa1.com/ and feed them a fancy, green-url certificate.
Indeed they can. Nobody's suggesting otherwise. By the way, I can do that today, by registering a cert for paypa1.com, just to see how many people actually take a second look at the content of the certificate.