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How did you get started? I've never been able to figure out how to break into wearing nice clothes that mesh well with my age. I have tried the typical fashion-in-a-box things, but the clothes always seem (to me) to skew too young. I don't want to be a well-dressed college kid or entry-level professional...
Find good lookbooks to derive a sense of good fit and what range of styles exist, how you personally like them, and how the fit in different social contexts. The Permanent Style blog has a bunch on this; the Sartorialist has pictures from a very broad range of styles. Peruse clothing from high-quality shops and try out a _lot_ of things to get a feel for how clothes fit you and what fabrics you like. Clothing look go…
How does one know what shops are high-quality? I'm sure price is one place to start, but I doubt that all expensive shops are high quality. How do you tell the difference between the two?