Does wearing a bra help you ease your gender dysphoria even when you are trying to present yourself as a man? Would a bra still help you feel like yourself even if it wasn’t stuffed? An A cup sports bra that is still in your size might allow you to be true to yourself without too much risk of detection. My advice to trans folks is always to transition as soon as possible and as quickly as possible. That’s what I needed. It may not be what you need. If wearing a bra under your boy clothes meets your needs, or it’s all you can manage right now, then do that.