I dress functionality. But I've also found some decent brands that blend fashion and function. I have a few nice pairs of biking pants that are water resistant and manage to also look pseudo dressy.

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I think for men, the cut and fit of clothing matters a lot and some nice, cool shoes go far to upgrade a casual look. It’s not about ā€œdressing upā€ so much as having any element of actual style.

Fair fair.