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I seem to have found the cause of my frustration with the dictionary popup. It seems the fact that I have my user account on a partition separate from the boot partition inhibits it from working in normal text fields.

Creating an account on my desktop on a non-root partition produced the same behavior as in my account. However, doing the same thing on my laptop (but using a flash drive instead of a hard disk partition), did not produce the same results. So I still have more testing to do.