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Tucked dress shirt with jeans is the more worn outfit out of these two, because it looks more elegant and put-together

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You want the jeans to look tailored to your body, so slim and fitted will pair better with a dress shirt than loose fitting jeans

Because its rather simple besides the design details, I can dress this up with different shoes, bags and accessories to make it seem different with every wear

By the end of the decade, it was clear that this approach to dressing was here to stay