This entry is dedicated to one of the most intimidating aspects of street photography: street portraits.
I’m naturally a shy person so street portraits have always been difficult for me. The act of walking up to a complete stranger and asking them for their portrait was completely out of my comfort zone. There have been countless times when I encountered people on the street and felt compelled to take their photo, but would stop myself by making up excuses in my head (ie: “they would probably say no” or “they would probably think I’m weird or creepy” or “I wouldn’t even know what to say”). After the moment of opportunity passes, the thought of “why didn’t I just talk to them?” would linger in the back of my mind and this frustrated me.
Instead of letting myself get discouraged, I decided to challenge myself by slowly engaging more with my surroundings. My goal was to build up my confidence so that I could approach strangers and ask them for their photo. I first started by asking friends of friends in social settings. This allowed me to learn how to talk to someone I wasn’t familiar with, but who also wasn’t a complete stranger. Then I started to gain the confidence to ask strangers. Without the crutch of familiarity, I applied what I had learned from my previous interactions in order to push myself to talk to strangers. There were definitely a lot of no’s but equally as many yes’s.
Over the years, I’ve found that a simple compliment or even being completely transparent with your intentions can go a long way with most people. It makes them feel at ease and they’re more open to the idea of a stranger taking their photo. Sometimes my subjects will let me take their photo and be on their way or sometimes they’ll get excited and will let me direct them. Those experiences usually yield the best portraits. I’ve also learned (if possible) it’s important to give your subjects a copy of their portrait via email or even a physical print. Sharing your work with them gives you the chance to broaden your audience outside of social media/your normal sharing outlets and it makes for a nice gift. The photos below are some of my favorite street portraits and they’re in no particular order.
Shot on various film stocks and various cameras.
