@Noah G.: Yes, exactly! And thank you for your suggestions. I did try one pair of Wranglers, I bought them on impulse and they are pretty good and if I recall, the price was right. To detail the problem with those, they poof out on the sides just below where the pockets are, and as we all know, that's not good.

I think I guessed the wrong "model." I do have one pair of Vans which are ok, but they are kind of droopy/saggy looking, so that's not right either!! (My gf says she can't see my butt. At all.)
Oh, well...like a lot of this stuff, I guess I'll just have to throw some more money at the problem. Maybe try the one-size-up theory.
Regarding the original post, the thing that makes me feel awesome is a nice tailored shirt, jeans & belt, and I finally found some nice manly boots in BLACK in my stupidly small size (thank you, Shoebuy!). Sometimes a tie. Also my Fallen t-shirts which just fit SO NICE and are a nice sturdy fabric.