I had this wonderful assignment to photograph a French Musician, Lulu Gainsboro, in Boston. The assignment was to photograph "his day in Boston". At the end of the day of reportage, I did a portrait of him in front of Boston skyline at dusk.
The lighting in this image is a mixture of ambient light and a single Nikon SB900 Speedlight with Chimera small soft box, fired with a PocketWizard TT5. My camera was set on manual. To determine my exposure, I read the light on "the element I cannot control". In this image I used the camera meter to expose for the sky. I underexposed the sky to get it to be deeper blue. I used a Speedlight to light my subject. The placement of the strobe and Chimera softbox gave me different effects with my light. It was early summer in Boston, around 8 o'clock. My exposure was ISO 640, f4.5 and Shutterspeed 1/8 second.
In photograph 1 (above), I placed my light on the far side of his face so the light drops off on the near side of the camera. In photograph 2, my light was placed closer to my camera position so the near side of his face is lit.
Which lighting style you like, is subjective. I prefer the lighting style in the first photograph. Having the light drop off on the near side of the face is more dramatic. There are many stylistic choices to light your subject. Play around, place your light source at different angles, in relation to your subject to see the different effect.