(1) Yes you can, but is it wise? He could be a mass murderer.....a bit like the Jewish government

You may not even get on, best thing to do is for him to go to Isreal for 2 weeks, and see how it goes. Then you plan your next move when that is finished.

Another point about safety:
You cannot even get a safety pin on planes to Israel.....yet you can get grenades, guns, missiles, on Philippine flights

(2) Probably not, but you both need to reserach all the paperwork etc in depth. It is MUCH easier getting a fiancee visa from Israel than it is from the Philippines, think of that.