When you first started taking pictures, did you feel awkward? If I were to do what you are doing, I'd feel like a creeper just walking around snapping photos. Not saying that you are though!
I don’t feel like a creeper because I’m not doing anything creepy, and I don’t think any of the pictures I post are inappropriate.
There ARE people out there that go to great lengths and use telephoto lenses and hidden cameras to shoot ladies, cleavage, upskirts, etc. They are a minority, but they have done a really good job at discrediting and harming the art of street photography.
When I first started taking street photos it came naturally, but my shots were really boring and I didn’t start liking my own shots for quite a long time. I kept at it and I feel as thought right now I have a style and a technique that is at least occasionally pleasing.