I frequently have to create signature lines with date lines beside them, and
I use something like Jay's method, but my clients prefer that the typed
signature and the word "Date" be left-aligned, so it works for me to keep
all this in the same paragraph:
After setting the tabs as required, tab three times, underline the first and
third tabs, press Shift+Enter, type the name, tab twice, type "Date," and
Enter.
My assumption was that the OP's question was about underlined blanks in
running text, with text under the blanks to indicate what goes in each one.
This is what I described as being more trouble than it is worth (though it
can be done, and I've done it).