Activities sure can dictate. Unless you dress the same day in, day out and do the same activities. The last thing I want to do is be in my work clothes or jeans all day, everyday. If I'm lying around on the couch in my sweats, my girl asks me to go to the store, I am not taking sweats off, throwing my jeans with a belt on to carry my 1911. I will slip something in my coat pocket or something light enough where it won't drag my sweats down to "saggin" level!
I shoot pool. Hard to lean over and not to print at 4 o'clock strong side carry. P238 IWB at 2. Many different reasons.
Not sure about the neighborhood references though.