I got this dress from Anthropologie as my birthday present a few weeks ago. I almost didn't buy it because it was strapless, but there were secret little straps hiding in a bag clipped to the tag! And it's in linen!
My usual reason to go to Anthropologie is to get inspiration for clothing designs. I have actually only bought something from there one other time, and both of these things have been on the sale rack. But my philosophy on expensive clothing is: if I would spend lots of money on the fabric and hours of my time trying to make it and then fail--then it's worth it to spend a little money for a nice piece of clothing. And this dress is definitely the type of fitted bodice and full skirt style that I've been trying versions of for years and never getting right.
Another great clothing philosophy is that you can always find something sort-of-okay and alter it to be better and unique. I did this a lot in college with thrift-store finds. Two of my favorite dresses in college were both from the maternity section, and all I did was take them in to be fitted. Have you ever altered something that wasn't great and made it a favorite?
What are your "clothing philosophies"?