Professional Dapper Androgyny

Anonymous asked: "23 going on 40 … and my life has reached a point where I want to start dressing more 'professional' on the daily.

"It has taken me years find my wonderful androgynous niche — my clothes are fly and I feel good in them! But, the majority of my wardrobe is casual wear. I am going for a dapper-sheik look (somewhere in a happy gender medium) to match my sexy new leather briefcase. Any suggestions? Thanks!"

If your briefcase is black:

Newton 2 Casual Fit Shirt, available at Reiss for $75

Black Slim Leather Belt, available at Topman for $24

Off-white Skinny Chinos, available at Topman for $50

Argyle Dress Socks, available at Express for $10.90

FRYE Women’s James Oxford, on sale at Amazon for $93.61