I’ve run the gamut. I went bra less from age 18 to 41, when I started nursing my son. The pregnancy supplied me with much larger breasts. My nipples are always at least semi-erect, and I don’t remember caring much about that while going bra less. But since it’s difficult to find bras that aren’t padded now, when I occasionally don’t wear one I am acutely aware of my nipples. So strange. I’ve also been to many top less and clothing optional beaches, and it is pure heaven to be so free.