I used to photograph only landscape and travel. Then I realized that my cameras were sitting idle way too much.
I started to think in terms of what subject matter I could photograph every day. I took a look at street photography, did some research and started testing the waters of street photography.
At first I was very timid to photograph strangers on the street. I took a street photography workshop led by Constantine Manos. That workshop made all the difference.
I realized that what I needed to do was this: I simply had to "make" myself get close to people and press the shutter button. So I did just that. I didn't die. No one attacked me. No one yelled at me. The more I made myself get close to strangers and press the button, the more my fear faded away and the more confident in photographing strangers I became.
If you photograph with confidence in a relaxed and self-assured way, people tend to assume that what you are doing is okay. If you sneak around, appear to be nervous or jumpy and photograph in a furtive manner with a long lens, people notice and become suspicious and uncomfortable. That's when confrontations occur. Just relax and photograph in an open and above board manner. That goes a long way toward putting people at ease and dispelling suspicions.
Carry a few street photography prints to show people if they want to know why you are photographing strangers. Explain to them a bit about street photography, Henri Cartier Bresson and your purpose in doing street photography. Don't lecture - explain and enlighten (there's a big difference) . A lot of people have never heard of street photography, even in our information overloaded world.
If you have a website, give them your business card or postcard with the URL on it so they can take a look at your work. If you have a post card or a business card, this will establish you as a legitimate photographer in their eyes rather than having them think of you as some sort of wierdo or creep.
A great place to learn to get close to strangers is an amusement park, state fair or a county fair. There are a lot of people in close proximity to each other, they are relaxed and enjoying themselves and seem to not have issues with being photographed in that setting. Sports events and outdoor concerts and festivals are also good places to overcome the nerves that almost everyone faces when first taking up street photography.
Expanding your photographic horizons and shooting on a regular basis is the only way a person will grow and evolve as a photographer - and if you are not growing and evolving, you are stagnating and withering.