Nice lineup and a good plan!
The FA 77mm is a FA limited, similar in caliber to the FA 43 (a little more popular, made for portraiture). The DA* 55mm has silent AF (might be slower than screw drive AF), sharp, and is also made for portraiture. A little wider, as it was made for APSC portraiture.
But of these lenses I only have the DFA 100mm (I don't really do portraiture). This lens is really great, QS, WR, slick beautiful design, sharp sharp sharp, and true 1:1 macro. But it has a clinical sharp look to it, not much character at all (unlike the FA 77mm). The DFA 100mm has slightly slower AF, because it is macro and has long focus throw. Its not very great for portraiture, because it is very sharp and shows all blemishes.
Here is how I would sum up your dilemma:
Dreamy film style look, wonderful bokeh - FA 77mm
Modern digital look, silent AF, more comfortable working distance - DA* 55mm
Clinical, lab sharpness, macro capability, WR - DFA 100mm
Feel free to look at the PF user lens reviews (
here!) , sample photo gallery. Those photos should make things easier for you