Street photography — Shoot plan

My plan is to go to the main high street and then find someone interesting looking and then get the style of photo that Winogrand would take. By that I mean have a subject in the shot and have it clear that they are the main subject but still have a large portion of the frame being the street. I will also be using my film camera either shooting on black and white or colour because that is what he used (not colour) and I am trying to create a response to his work.

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