[teraflop]

I don't know what you think that pastebin shows, but that error is not specific to OS X or to ssl.apple.com. OpenSSL is failing to validate the server certificate because you forgot to specify the -CAfile option.

EDIT: I'm an idiot, see below.

[noclip]

Except it isn't failing.

[teraflop]

Oh wow, you're right, sorry. I saw the error code at the top, and missed the fact that it was reporting success anyway at the bottom. That's... pretty terrible.