Hi Remus,
If you really want to perform (even just for your partner) in women's costuming, I'd suggest doing a quick Google search for "drag" or "drag costuming" for some tips on how to fit a bra, do makeup, and keep ...ahem...other bits safely tucked or taped down.
I know that men don't wear bra. But my lover thinks I look really cute in it.
actually this guy kinda has a bra