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There's a fair deal of Readers out there that won't support font encryption (as specified by IDPF or otherwise) or obfuscation.
I personally don't understand the value of buying a license for a specific font in your standard re-flowable book. Most users want/will change the reading settings to suit their own needs. I understand use in specific cases, but seems to cause more headaches than their worth (just find an open-source font that works?)
Back to the OP's question - what's the purpose of the license? If you want to include it to to show it the end user to make them aware of the license, you'll need to add it as a Content Document like anything else you want rendered to the end user. If you just want to add it as a file in your Font directory, can't you add it to the Manifest of the OPF as being in the EPUB, but just not reference it anywhere else?
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