For a more preppy take, opt for a comfy sweater layered over a collared button-down and a miniskirt with a flat, knee-high ...

Shop all of the best riding boots to shop now for fall and how to style the classic horse girl-inspired, Western-influenced shoe.

The intricate swirled design on these Steven Madden boots reminds me of Swift's self-titled debut album circa her country days. Imagine kicking up dirt and riding stallions in these knee-high numbers.