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Pleats, put simply, are folds in the fabric on clothing. In women's fashion, a pleated skirt is a dress with accordion-like folds going all the way around the dress. In menswear, you'll find pleats on dress shirts in the upper back (and in the front of certain tuxedo shirts ).
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Pleated pants are weighed down with the connotations of being traditional and stodgy, what your parents or grandparents wore, the garment of old men, as opposed to the youthful minimalism of slim, flat-fronted pants.
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Single-pleated trousers are far easier to dress down than double pleats. Also look out for trousers cut with a more relaxed mid-rise, as high-rise cuts lend themselves better to tailoring. Other details to look out for include belt loops - or lack thereof - as well as cuffs.
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Pleats offer breathing room, but mean your trousers still sit snug on your waist. They come in two kinds: forward (pointing towards the fly, typical of English tailoring) and reverse (folded.