I have the pleasure of having known many real cowboys (make their living on horseback, usually with cattle involved). Most were like your description, rather than the second. Starting in 1985 or so, we became involved heavily with horse when our kids got into 4 H horses. This has continued by choice, even after the kids were long gone from the home. Until recently we did trail riding, a bit of endurance (on horseback), team penning, and Civil War cavalry re-enacting. I even did a stint on the board of directors of Nevada County Horseman's Assoc. Our daughter still has a remuda of riding and polo horses, and out best friends are still active with horses and rodeo.
In short, I feel most at home with horse people and cowboys. There is a certain decency about the horse and cowboy culture. They are helpful, willing to give you the shirt off their back, and help a neighbor without question. We were at a High School Rodeo event watching our friends daughter last week end. As I walked around, I felt that this was an example of what is right with America.
People who ascribe to the second description are "drug store cowboys". They have no clue what the horse/cowboy culture really is. Unfortunately, the SASS wire is full of the later: rude, opinionated, know it all, jerks. I seldom go their.