Here’s another idea for your pleated midi skirt styling: try a brown houndstooth blazer, belt it, and add black knee high boots to finish the look. LTKSeasonal LTKstyletip

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The Essential Leather Belt | Madewell
The Larsen Blazer in Mixed Plaid | Madewell
Checked pleated skirt -  Women | Mango USA | MANGO (US)
Sam Edelman Mable Knee High Boot (Women) | Nordstrom | Nordstrom