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I've heard of people who buy 'for their boobs' and then get them tailored to fit the rest of them. I can't afford that, alas. Apparently Bramissimo/Pepperberry create clothes for bigger breasted women, never tried them myself. What I tend to do is make sure there's a little bit of stretch in the fabric and look for…
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I've had the opposite experience to a lot of the posters here, my cup size actually increased as I've lost weight. I'm now a 32H. Guess you can't choose where your body loses its weight from.