So what is there to consider when buying your first kilt? The first question that is the most essential is what tartan do you want to wear. Individual tartan patterns today typically have a great deal of significance. Now, it was not always so. Up until the industrialization of the tartan weaving industry and the romanticisation of everything Scottish in the nineteenth century, tartans did not have names, for the most part, and those that did were typically worn without much thought as to what it might be called in the tartan shop. People wore tartans they liked. Period. And you can feel free to do the same today. In fact, it's probably the most traditional thing you can do.
That being said, time does not stand still. Today, the tradition has evolved to the point where tartans are representative and symbolic. Tartans that represent clans are the most familiar, but tartans can also represent families, cities, states, events, businesses, individuals, occupations, you name it. When you wear a particular tartan, you are identifying yourself with whatever that tartan represents. Most people choose to wear a tartan that has some connection with their heritage. But the choice of which tartan to wear is entirely personal. There are no "requirements" to wear a tartan, no "authorizations" needed. You simply pick the tartan you want to wear, whatever your reason.
Most people, no doubt, choose to wear a tartan associated with their family. Typically, if the actual surname you bear has a tartan affiliated with it, this is the first choice. However, there is nothing wrong with wearing a tartan from your mother's side of the family, or your great-great grandmother, for that matter. Maybe you like that side of the family better and wish to honor them by wearing their tartan. Maybe you find your father's tartan unattractive. Maybe one tartan is simply more easily available than the other. There could be many reasons to consider, but it is entirely up to you.
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