Actually the ad lists him as working in Honolulu; the text of his ad says he's "from" Santa Cruz. An important distinction, although your interpretation could be right...
Just be clear about your boundaries if the masseur starts to go past them; do it in a kind and friendly way and most will understand. It's less of a big deal than I suspect you're making it.
Pass. At least 10 (if not 15) years older than pics. Maybe the pics were him a very long time ago? Hard to tell. Perfectly nice massage but disappointing to say the least.
When he first hit the scene in NYC (fall 2016), I actually had a slightly more intimate experience with him; that being said, he does come across as "straight but open (with real limits)" if money is involved.