Ok, I think I have a better idea of what you're looking for now.
I would do some searching and see what you find. For example, here's rustic bold organic on etsy: http://www.etsy.com/search/han.....ld+organic See what appeals to you, and what doesn't. And try searching for just one or two of your words if you want to browse a larger selection.
google image searches can be wonderful too, such as http://www.google.com/search?u.....old%20knit The first thing that comes to mind in terms of fashion with your style words are chunky knit sweaters, possibly with some cables or other details to add interest, so I did that quick search to find some inspiration.
While your words lean towards casual, I don't think that they have to be super casual. I would stick with good looking jeans (I'm thinking dark wash, probably straight leg) for durability and warmth, and focus on having wonderful boots, tops, and sweaters. Maybe even a blazer or two, and the occasional warm dress with thick tights or leggings. And lots of beautiful scarves! I've added pictures of some examples from my own closet that I think might fit with your words. I think that they all have something special about them that keeps them from being uber casual, yet they're all still comfortable and practical. I think tucking jeans into boots (just not uggs!) and wearing colorful scarves are two small things that can instantly elevate a look and keep it from being too casual. Something like this http://www.etsy.com/listing/19.....tard-scarf is an outfit changer!
The other thing I can think of is when you see something that you like, or don't like, think about your words and see how they fit (or don't fit) with the clothes. I think it takes some practice, but luckily it can be a lot of fun to practice!
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