Who he is: Mark
Why we're obsessed: Mark dresses the part of the perfect modern gentleman who's well put-together and fashion-aware. He's bundled for winter in smart (not sloppy) accessories, and a tailored coat that's stylish without being dandy. The Chicago-essential boots and cuffed jeans don't hurt, either. The entire outfit is what every frustrated girlfriend in Chicago is trying to talk her man into, and we suggest they start paying attention.
Photographed by Amy Creyer