I wear shorts year round. I have even used the snow thrower in shorts. I hate the feeling of pants on my legs. I have a fat butt, thick quads, and my calf muscles are big. Pants feel tight and make me anxious - so I rarely wear them. I am also married with 2 kids, so I couldn't really care less about what others think about me and how it is presented.
Perhaps a more apt question would be: Why don't more people worry about themselves? And, I do not mean that at you personally, but I do often think about that. Too many people care about what other people do when it really is of zero consequence.