There’s a saying that dads everywhere love to preach to their children. It’s something along the lines of, “You should be willing to invest in anything that goes between you and the ground.” That logic typically applies to household items like a mattress or products critical to your safety, such as car tires.

We’ve all been burned at some point in our lives, buying the cheaper version of a more expensive piece because we thought it would suffice. But, by now, most of us have seen the light and realized that paying that extra premium is typically worth it. And one area that philosophy definitely applies is footwear, especially when it comes to a nice pair of boots. While classic work boots like Red Wings were meant to take a beating from manual labor, high-end designers have made some memorable tweaks to everything from dressy brogues to military-inspired combat boots. These are a few of our favorite designer boots of all time. What are you grail boots? Let us know in the comments.

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Tags: boots