The joy of Photographing on the street comes from close and engaging photos. Displaying the human nature and emotions in a way that the audience can relive these moments requires the photographer to be close and engaging as well. Unfortunately for a lot of us, it is not easy to stand out from the masses and overcome artificial social boundaries. Causing an irrational fear of photographing in public and making the live as a street photographer very hard. In the following article I will describe the sources of this obstruction that is limiting our full capability.