Hi Jim, I've done pretty much what you are planning to do.Cool, Dave! I was beginning to feel pretty lonely!
I ran a heavy wire from the battery (fused - natch) to a relay in the the headlamp area and also fed the driving lamps (with blue 55w H3) from that so they are on with both lo and hi beam (or off - of course)I did it on my '03 Glide, but didn't run an extra wire - used a feed from main beam to operate the relay, and just used the normal feed for the passing lamps. They were just 35w standard bulbs though, not the 55w.
The aftermarket HID is working fine and I adjusted it up slightly when I fitted deeper trim rings (Frenched?)Yes, the HD HID was fine on dip - but a 35w main beam? I don't think so!
The headlamp wasn't filling the bottom of the deep trim ring - looked kinda naff...Yes, again on my 03 I had the trim ring. Didn't like the gaps, so have not had one since.
Still don't get flashed (by oncoming traffic) too often so can't be too bad but I have noticed a few complaints when I am behind someone on the country roads - mind you I'm not behind them for too long...
I was looking at the other lighting thread (with the Bosch spots?) and I might have to give that a go - can never have too much light !!I think the standard ones (at last this year we have the fluted reflector that the US bikes have, though still 35w H3) with the blue 55w bulbs are going to be as good as any - they look really white. And they look the part.
I don't think the additional heat (from the 65w H9) is going to be an issue for you - the reflector will just throw it forward Hopefully! As an aside, they really don't want you fitting an H9 in place of the H8!

You have to trim one of the 3 lugs on the bulb to get it to go in, and then the plug won't connect as the H9 has an extra key that has to be chiselled off!
I suppose you could run the headlamp loose (in the garage) and test the temp of the reflector with your hand - I don't think you would even feel it get warm let alone hotOh, they do get warm! (try it with your passing lamps!) Hope that the v. small area of the main beam reflector can cope. Might try it as you suggest though.
Are you planning on Spain this year?Yup! You?
Cheers
Jim