I cut my riding teeth (as an adult) on one particular side of town. While I've ridden all over the city, I feel safest in my old stomping ground. Two years ago, I moved south of the city, to an area that's fairly rural and a little bit sketchy in parts thanks to loose dogs and fast pick up trucks. It makes me far more nervous to ride around home alone, and I find myself more anxious than I'd like. But that said, I've also ridden pretty comfortably in other states and am generally game to ride most anywhere.