How to Take Street Portraits (without being awkward)

Some may argue that posed portraits of people on the streets is not “street photography” per-se. However regardless of all these definitions, I still feel that there is merit in taking portraits of people you might encounter on the street who have fascinating stories to share. There have been many occasions in which I have randomly started talking to people and wanted to simply take their portrait as it interests me as a photographer. However one problem that many people have is that they feel “awkward” doing so. Therefore I will teach you guys some practical tips how to take street portraits without being awkward.

1. Use a preface

Shinji - Japanese Chef Street Photography
Shinji - An amazing hot-dog chef I met in Los Angeles. He had an incredible life story he shared with me.

Asking to take somebody’s portrait is a bit uncommon in western culture, although not everybody is totally opposed to it. To break the ice in asking a person for their portrait, using a preface is always a great way to make the other person feel relaxed.

My favorite preface to use when asking random people on the street to take their portrait is “I know this might seem weird, but would you mind if I took a photo of you?” In saying “I know this might seem weird,” you are acknowledging to the other person that what you are doing is against “the norm”, but it reassures the other person that you have no malicious intent. When asked this, most people shrug their shoulders and say, “Sure I guess so–why not?” Granted that you will get some people who say “no,” but I would say I find much more people who say yes.