[Anastasia916]

I think it depends on your breast size, shape, etc. For me I go braless at home and at night, I sometimes wear a bralette to bed. Basically it's like this...
or this...

I have lace and cotton ones. They have no underwires or padding, it's just there to keep the girls warm. I got into wearing bralettes to bed when I was nursing my son I had nursing ones. These also sometimes have a little extra fabric at the nipple to help conceal nips. So if you want to go basically braless but cover your nips, this would be a good way.

I would say someone that is bigger than say a 36D shouldn't go braless too much as I would imagine from the weight and gravity they would start to sag. But it could also depend on their chest muscles, the elasticity of their breasts tissue and skin, etc.

For the nipple concealing issue when going braless pasties like these work really well...



Just google nipple pasties or nipple concealer and you'll find tons. Some of them are for bedroom play though as opposed to concealing under clothes lol.