[Missed Miss]

You can start out by being a bit sneaky about it. Some day, when you catch HER in her underwear, or maybe if you find her doing laundry and help her to hang up or fold her bras, become inquisitive about HER wearing a bra and ask her what it's like, then tell her you want to try one on to see what it's like, and once it's on, ask her if you can wear it all day like she does, just to see how it feels. Once it's on, occasionally feel it with your own hands and tell her how much you really like how it feels. Make a bit of a game or joke out it. After you've had it on for a while, or even a whole day, tell her how much you like it and would actually like to wear one more often. See if she goes for that.