Problem:
There are some members of my buddy list that when I go into an OTR chat with them, I really want the chat to be "off-the-record" and I'm not just using OTR because we both happen to have Adium. However, my conversation is not only on-the-record, but easily retrievable because in most cases at least one party is logging the conversation in unencrypted plaintext straight to their hard drive! This is not ideal.
Solution:
Under the Advanced->Encryption Prefs 'Known Fingerprints' list, there should be a 3rd column added. This column should be a simple check box, that when activated will auto-disable logging of the encrypted chats with that person.
There are alternate methods of doing this, however I feel it makes the most intuitive sense to tie it to the encryption prefs.
What does everyone think?