I interned with this guy about 2 years ago. He does commercial work to pay the bills, but on his free time he often photographs strangers that he meets on the street. He usually sets up a mini studio outside and then has his wife (and other assistants) ask people to come get their portrait taken. He is able to relate to each person through friendly chit-chat, which relaxes the person. This so called "chummy" atmosphere allows him to capture wonderful moments of pure personality. I know your dappling with making your subjects uncomfortable, but I thought I would show you an example of the other side of that.
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