After each wear. Bras are supposed to give your breasts support, and if you don't wash them often enough the elastic weakens from sweat and dirt and ruins your bras. You need to wash them for them to continue giving maximum support.
I have matching sets, and non-matching (that still match, ie white undies and white bras etc)
Matching bras and undies for me .... plus wash after every wear.
I'd love to wear matching sets.. But the undies are always horrible silky material! If I wore anything but cotton I'd end up with the dreaded itch iykwim
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I don't match bras and undies. I've only found one type of underwear I really like (a Target type), and all my comfy bras are Bonds.
If it's really hot, I'll wash bras after 1 or 2 wears. Otherwise anywhere from a few days to a week or so, depending on various factors.
Most bras I will wear for two days, but not if I've exercised or it's been really hot!
I really like the matching sets, and I wash after every wear too but I'm a washing/clean freak and I live in hot, humid Qld.
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