Clean install of 05.05.00 (653). On Admin, Site Settings, I enabled SSL and required SSL. My site has a valid cert. With the default of "use friendly URLs", the site breaks completely: when I try to get to any page, I get a DNS error complaining that the site  "/dnn/[whatever page]" can't be found. Of course not -- there's no http prefix and no reference to my domain name. If I turn friendly URLs off, then SSL works fine.

Searching this issue on these forums, I discovered a post that said to change urlFormat="humanfriendly" to "searchFriendly" (in web.config). I made this change, and everything seems fine now.

This ought to be easy to reproduce. Clean install, create a page called Foo visible to all, go to site settings and enable SSL + require SSL, then try to hit Foo. If it works, edit the page settings and check the "Secure" option. Then try to hit it again.