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"My great-grandmother Mary (pictured left) wore a skirt every day of her life! To her, skirts – especially when paired with coordinating jackets – were part of her signature look. 'Dress for your body type, and you'll always feel your best,' she'd say. For her, that meant skirts in every color, fabric, and style. My grandmother Joan (pictured right) taught me you're never fully dressed without a few killer accessories . . . or five. While her sky-high heels are a thing of the past, you can still spot this amazing 90-year-old lady clad in a stylish scarf, chic pin, and her go-to rosy-red lipstick."

Jaime Richards

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