These concept's seem so Platonic and removed from society and the world (Which I have always liked and felt privileged to be a part of).
Robb, I'll share a bit of what I have experienced as a convert. Some sins can be fought of with mild measures. A bit of will-power and prayer do away with them. Some other sins, though, are deeply rooted in us. Some to the point of having become vices, that is, a compulsion that is as hard to avoid as alcohol to an alcoholic (hard, not impossible).
When sin has ingrained itself so deep in us that it has become a vice, an addiction, than more radical measures may be necessary. If you can look at the opposite sex "dressed" with just some pieces of cloth and not imagine anything, feel no passion or impulse, and instead, see the person as your sister in God, so yes, you are free of *this* temptation. There might be others: pride, glutony, vanity, lethargy, laziness, etc etc.
I can assure you that in these times when indulgence and self-satisfaction are cultivated as the main target in life, that almost everybody has some sin that has fallen to the state of an addiction. In these cases, just like the alcoholic, we cannot taste even one drop. If it is lust for women, yes, one must look elsewhere immediately. Always. It doesn't have to be to the ground. The point is that if one is a "womanholic", I'm sorry, even a glance at her body can trigger an "episode", where images, reflex sensations and feelings will come like a tsunami. If the person is not fine.
If the person has become addicted to competition and is a workaholic, what would be best spiritually, would be to try to find a job that pays less, that has no job post competition. If the person has become addicted to comfort, yes, the person must avoid some stuff that most of us would consider "normal".
What monastic life teaches us is that we have far more addictions than we suspect. And the monk fights them head on.
Now, I quoted that part of your post, because that's the one that is "worrying". We are called to be saints, which originally means "set apart". We are meant to be "away" from the world. I completely hear you when you say that you like and feel pride in being a member of the world. But that's exactly the root problem of our hearts and souls. We are *not* beings of the world, although we have learned to appreciate it. We are beings of the Garden, the material expression of Heaven, flesh and spirit participating in the Kingdom of God, of Eternity. We will all leave the world some day. But if when we leave it materially our spirits still love it, that is anticipation of hell. If when we live, we have come to learn to love the New Jerusalem, and not this world, that's anticipation of Heaven.
We are called to leave the pride and liking of the world. And thus relearn to love our own true, original nature, as Creatures of God, meant to be Sons and Daughters of God.