Not all portraits I do are indoors, in offices, in urban settings. Not all lines are straight. Sometimes something softer is called for. Sometimes the best setting is the earth and sky. And occasionally, there are horses.
If a person asks me, I will tap into my reservoir of sacred places - locations where I have known magic to happen, and by magic I mean serendipitous encounters with trees, animals and land. I have done this now with countless individuals. I have never done it with a group, or team, though I could if the aesthetic of such a team called for it.
This can be a very personal, very emotional experience. For both the person being photographed and me. Usually such an experience requires walking together, and walking generally leads to talking, which means learning about one another. This is an excellent way of getting to know someone, and of loosening them up for a portrait session. Walking is the preferred method for priming the emotional pump that so often yields truly great photographs.
So if you wanted a portrait done I’d say “Walk with me.” and I’d suggest somewhere we could do that, unless of course you have a place in mind that speaks to you already. If there is a place you go to to relax, to commune with nature, or to just feel sane, that’s usually a good place for photographs. And if walking is involved, all the better.