If you have breasts like a woman, then you need to wear a bra like a woman does. Underwire bras give the best support. Padded/lined/molded cup bras do the best job of keeping your nipples from showing through. Because you have a bust like a woman’s, women’s tops will feel and look best on you.
Once you start wearing a bra, and get past the insecurity of wearing one, you will find yourself being more comfortable and confident in a bra.
As you get dressed, the question will not be will you put on a bra, but rather, which of your bras you want to wear today, given your day’s planned activity, top, and mood.
Once you start, you’ll be wearing a bra the rest of your life, just like all the other people, mostly women, with breasts.