No boobs here yet to speak of (maybe an AA?), but I've been experimenting with bras. My first one I bought was a 38B Wonderbra b/c I ordered some silicone breast forms that were about that size. The 38 was really too big in the band, and the forms were not shaped right for me, so I stepped down to a 36A Wonderbra that would hold its own shape well under a shirt with nothing in it.
I later went for a bra fitting about a week ago and they stuffed me into a softcup 34D with foam rubber falsie inserts! Yowza! It really fills out my dresses, lol, and actually looks fairly proportionate. On the large side, but proportionate.
So now I alternate between the 36A with nothing and the 34D with inserts depending on my outfit. The 36 and 38 Wonderbras are padded with cup-size enhancers (pretty useless at this point). They hold their shape on their own with nothing in them, but the 34 is just a softcup and needs the inserts for me to wear them so they don't collapse.
Not really sure if that answered any questions for your or was at all helpful. But it seems the general consensus is to make your boobs look bigger/shapelier if possible, and to hide erect nipples.