I always find it interesting when people say things like that. Because really, the person that manifests itself to the world is never the same from day to day, because each daily experience changes your perspective, and ultimately, how you interact with the world. You never entirely change, but the dynamic you have with those around you does constantly.
So someone saying that they wish they had fallen for you in high school when you were different than you are now doesn't make sense, since they're enjoying the dynamic you're sharing now, not the one you shared then.
Very honest post. I enjoyed it. Much kudos.
Honestly, the whole idea behind a simpler lifestyle is to make up for how busy things are elsewhere. You don't have internet worries, or phone issues, because you don't have time for things like that. You're too busy taking the horses out, rounding up cattle, fixing fences that winds knocked over, and worrying about where the hay is going to come from once the prices skyrocket. The simple life is nice, yeah, but it's borne of necessity, not desire.
And if your pants are too tight to fit anything in them, you're wearing the wrong pants for a cowboy, haha. Pants that tight wouldn't let you ride all day and be comfortable, which would kinda kill the point of wearing them as a cowboy. ;)