You want a full disc encryption which adds plausible deniability in the case the KGB sees you have an encrypted file named "Nuclear Launchcodes_2016_final2.docx" on your USB drive. Truecrypt has that - who else has it?
The specific scenario is unlikely, but hiding file and folder names is definitely a great feature. A lot can be inferred from file and folder names in industrial espionage scenarios.
If you're worried about someone inferring data from seeing files with leading names like "potential microsoft buyout.ppt", perhaps you should give your files less conspicuous names? Pretty much every organization concerned with security has figured this out long ago.
Frankly I find the suggestion that I manually give every single file on my computer an inconspicuous name even more ridiculous than a document of nuclear launch codes.