A dual resevoir master is a safety aspect, if you loose the front you still have the rear and visa versa so I would be irresponsible not to advise a dual system.
Having said that........ I still havnt done mine. (mental slap over the wrist).
If the master cylinder size is correct then no, I think a booster is unnecessary especially if you are looking to play with the engine.ie cam ect.
See if you can catch up with someone running a stock 66 disc system (ie unboosted) and try it out. I'll be surprised if you think you need a booster after trying the system.
The nicest brake setup I've tried is an unboosted dual master Wilwood system (in the race cars so expensive and probably over the top for a cruiser) ..... but it is nice.
My first stang was an original 66 GT with standard unboosted discs and you needed both feet to slow it up. I fitted a booster and a dual circuit master pronto.
My car was the same.. i put an SSBC front disc kit on with booster, pedal and master cylinder included. She stops unbelievably well now! However i get the feeling my rear drums are getting a fair workout because the proportioning valve was leaking so i took it off. The drums are now running on disc pressure so wont last long. Gonna buy a rear disc kit real soon..
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