When it comes to establishing a signature style, the playing field for men has always been a bit narrower. Within the traditional confines of men’s fashion, men often rely on subtler details for distinction — from a pristine pocket square tucked into the breast pocket of a Thom Browne blazer to an impeccably tailored ironic Harley Davidson tee. Yet, as gender fluidity has become increasingly visible on runways, men’s fashion seems to have become more relaxed and even playful: At New York men’s fashion week, Orley showed crop tops for men, and Coach introduced fuzzy shower slides. With this in mind, the Cut asked men who seem particularly at ease in their clothes what makes their style their own — from a photojournalist who never leaves home without a scarf, to a designer with over 2,000 pairs of sneakers, to an ad man who prefers bow ties. Click through the slideshow for a look at their style.
*A version of this article appears in the July 27, 2015 issue of New York Magazine.