I went without a wig a couple of times but didn't find it was feminine enough so preferred a wig. I have nothing resembling boobs so need to pad and I always wore something to nip in my waist a little (Lycra, not boned). Thing is, these are as much about helping clothes fit better as "faking it". Besides, how many genetic women dye their hair, wear wigs, corsets, panty girdles, Spanx, "chicken fillet" boob enhancers? It also depends on where you're going I guess too.
For what it's worth I was trying for an androgynous look in drab for a while a few years back ( i eventually bottled it) though it was fun trying while it lasted