Urban Wear Men. ... Urban clothing for men is more than just an outfit, it mirrors one's lifestyle. Urban fashion includes the kind of headwear just as the finish of the denim pants or the colorway of one's sneakers. Urban fashion is style born of the street. A ruffian look that emerges from neighborhoods as opposed to fashion dictated by designers and Wall Street. Media and garment associations often merge hip hop and urban fashion partly because they share this same beginning.