There'll be connectivity between D and F, yup. Through the D brush, across the commutator to the earth brush (and thus to earth). The field coil is also (should be!)earthed one end, and the other end is at the F terminal.
We are all assuming that your dynamo is actually wired with the field coil between F terminal and earth? (Not from F to D, as per Miller systems, most 'continental' ones, or as would be necessary for a JG Regulator and perhaps some others . . .??) I think we can discount the idea that it's got 'Millerised', or you wouldn't get the output from the test you've done.
Your problem therefore seems to be simply that it isn't regulating. That might have been because D and F were touching somewhere, which would have the same effect (unregulated output) as your doing the 'bridge D to F and measure' test. But unregulated output isn't what you want off wire A to the ammeter and switch and battery.
If the voltage isn't controlled, if there isn't a short between D and F at the dyn or in the loom, and if the wiring is correctly hooked up elsewhere, then the regulator isn't doing its job.
Not sure about the 500 / 100 thing though. Just measuring from D to F leads on a brand new DVR2 in my stock, I see 210 KILO ohms give or take.