Lester "Charles" Henderson stands on the right side of the frame. The left side of his face is in the light and visible to the viewer with the right side of his face in shadow. Henderson is dressed dapperly in a dark suit and tie. The pocket square peeks adds some variance to the darkness of the suit and the newsboy cap adds a little playfulness. Henderson holds a lit cigarette in his right hand and a monogrammed cigarette case containing the initials “CLH” in the other hand. The background surrounding Henderson is chemically manipulated to accentuate Henderson’s profile. The smirk on Henderson's face alludes to an air of amusement.