My wife's breasts are big enough that if she isn't wearing a bra, then her breasts fill her shirts. While her nipples poke out, you can't see anything when she bends over.
However, she DOES have a few heavily padded bras from when her breasts were bigger after having kids. So, sometimes I will convince her to wear those. This will leave a gap when she sits a certain way or bends over a certain way, thus allowing her nipples to be seen.
I learned this way back when my then-best friend would take me clothes shopping with her. She would wear really fun dresses with a bra, which actually revealed way more than if she would just go braless. We did several tests with a few bras, some being too big, and I proved to her that I saw way more WITH a bra on than without. She would be braless and bed over in her dress, and I told her I saw nothing; then she would bend over in her dress with a padded bra, and it would gap and there would be her nipples. It was a fun innocent game that she liked to play with me.
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