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If you wanna dye polyester then your best bet will always be disperse dye. You pretty much have to buy it from chemical suppliers online and it comes in a limited palette of colours. But you'd then have to paint on the plaid, and I feel like the money and time spent finding, buying, shipping, and administering disperse dye and then painting stripes is more painful than finding a black and white plaid and sewing your own box-pleated rectangle skirt.
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