Part of my dilemma is dressing for my new shape. This time last year, I was 50 pounds heavier. I had exactly one pair of jeans that sort of fit, but I hated wearing them b/c the waistband cut into my stomach and caused a muffintop. I lived in the same size 14 a-line skirt from Old Navy with an assortment of tights, tshirts & cardigans. I was trying to hide my shape, not emphasize it.
I spend enough time in a uniform. I have exactly one uniform dress that fits, so I just wash it out every night on trips. So, I wear the same thing every time I go to work. And I wear the same thing every time I don't go to work. Let's work on this, shall we?