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I buy pieces here and there, every couple of months, but I often go months without buying a new pair of pants. This year I've had to buy a lot of new clothes--I had to have an appropriate wardrobe for teaching, and I have been getting geared up for going outside. In the last three months, I've acquired a pair of charcoal gray slacks, a pair of corduroys, a pair of stretchy yoga pants, a nice Marmot shell, a super-awesome fuzzy fleece from Mountain Hardware (I'm so in love with this fleece), and soon a baselayer top from Marmot will be arriving in my mail. I owe my thanks to steepandcheap.com for allowing me to buy some really nice gear for a lot less. One of my favorite new t-shirts is one I picked up at REI on clearance; it has a little image of a bicycle on the chest and says "this is how I roll" below it.
I prefer to spread out my clothing purchases, if possible. I clean out my closet once a year, and I generally have an idea of what I need, if anything (right now: new bras).
There are definitely some pieces of clothing I will wear until it falls apart, like my favorite polo shirt. It's so soft. I imagine my new tee from REI will be the same, as it is also exceptionally comfy. Like you, dlish, I won't wear something if it isn't comfy. I just don't see the point in being uncomfortable.
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If I am not better, at least I am different. --Jean-Jacques Rousseau
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