On a recent photo safari with the B&H Event Space, we pulled random people off the streets of NYC for quick photoshoots with attendees. Throughout, I noticed timidness in many photographers while shooting portraits of people they didn't know. Your fears are going to hold you back from creating better portraits. If you can adjust your thinking a bit, and internalize some basic principles, you'll be shooting with confidence regularly. Here are a couple of tips to rid yourself of your fears.