I took these photos a few months ago, on two separate walks through D.C. I usually approach people when I want to take their picture, but in this case, they walked up to me. We chatted about my camera—the gentleman in the second photo sold cameras at an outdoor stand—and I snapped a picture before I left.
I used one of my medium format Fuji rangefinders—6x7 negatives—and my usual black and white film, Tri-X. Both were exposed for the shadows cast by their hats, which means the full frame was overexposed by about two stops. The tonality and three-dimensionality of the photos is why I greatly prefer shooting medium format to 35mm.
I have this ambition of shooting even more portraits next year, but we'll see if I can continue to power through aversion to approaching strangers.