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These can be colors that flatter your skin tone, look great together, or are simply your favorites.  Choose clothes that match your skin's undertones. People with warm undertones tend to look better with warm colors, while cool colors pair best with cool-toned skin. Make outfits that incorporate complementary colors. These are colors that are opposite each other on the color wheel: purple with yellow, blue with orange, and red with green. Try to build a wardrobe that includes staples of only one or two neutral colors. Neutrals will make up the foundation of most outfits but don't often look good together. For clothes, these neutrals are considered to be light and dark gray, light and dark brown, navy, and black.  Remember that you should wear what makes you happiest. If you have a favorite color that doesn't match your skin tone, then it still "works" for you. If you find an item that looks especially great on you right off-the-rack, check out other clothes by the same brand. You're more likely to find something else that looks great on you. While sizes and cuts are often inconsistent between brands, many brands keep their particular sizing the same over time.  At the same time, if you find a brand's quality going downhill or if it changes its sizing, start looking elsewhere. Keep in mind that American brands are typically more boxy and baggy compared to European ones. It's not uncommon for people to buy a few different versions of a particularly great piece. This will let you spice up your wardrobe while sticking with what you know works.  For workhorses like skirts and pants, consider buying even a couple identical pieces. This is an especially good idea if you have a lot of difficulty finding comfortable clothing that fits. If you can afford to purchase well-made, quality items now, you'll save money in the long run. For example, if a good pair of boots costs twice as much but lasts ten times as long, you'll end up spending much more money over time on ten pairs of cheap boots.  While expensive doesn't always equal well-made, well-made clothes are usually more expensive than poorly-made ones. With the exception of breathable summer clothes, a good sign of quality is whether or not a garment is lined. Check the seams before you buy. Make sure they're even and consistent. Poorly-stitched seams are a sign of poor quality. Go for quality over quantity. It's usually better to have a smaller wardrobe made up of well-made clothing than a larger one full of cheap pieces. If you're on a budget, don't forget to check online auctions and second-hand shops. You can often find what you're looking for at a fraction of the retail price.
Find colors that work for you. Stick with a brand that you like. Buy multiple versions of clothing that you like. Pay attention to each item's value.