At the moment, my favorite article of clothing is a plain old garden variety pair of Levis 501s I picked up last week.
When I was in college, I wore them constantly, but then I gained weight to the point that I was a size 42 knocking on a 44 (I'm only 5'5"). I had a hell of a time finding *any* jeans that fit me properly (I only have a 29" inseam), ;et alone anything that looked decent. So starting this summer I've been eating and exercising properly, and last week I was able to get into a pair of 501s size 40, and I was ecstatic.
After my weight stabalizes (hopefully around 150 where I should be a 34), I will invest in a high end pair of jeans). They're just Levis, but their mine. And they fit.