It sounds to me like you are doing great.
I've always done much the same, daring my GF, then her as my wife, to go in more advanced and daring amounts of undress. And naturally in more public places. She still loves a good dare.
Likewise she rarely wears a bra or panties...knickers. Two of her favorite showing off items is a denim mini skirt that zips up from the front bottom and her nearly worn out button down top. These photos have been posted a lot but all I have handy. She's flashed and worn these for over 50 years.
The blouse can be unbuttoned more from top or bottom to let more fall out. The skirt has a large tassle that can raise or lower the zipper more. Even all the way down she is easily exposed. Of course, I'll dare her to drop her strap, unbutton more buttons, and pull the zipper up farther in different public places. At her age she shocks and surprises many people. It's not something a great grandma usually does.
As you notice, she still enjoys it.
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