How do I determine what TLS ciphers are being used in OSX, Outlook 2011?
As you already remarked, the use of ciphers and protocol version is application specific. The easiest way to check which ciphers and protocol version is currently used by an application is to either use wireshark to sniff and look at the TLS handshake (ClientHello contains the cipher offers) or to use some server which displays these information from the SSL handshake, like SSLLabs.