I know what you mean about the "frumpy"! One day I noticed at my kids' school that every mom in sight was dresses exactly alike: denim cropped jeans, t-shirts, and flip-flops. And furthermore, most of their daughters were wearing something very similar. I had on an A-line skirt, button-up blouse, and flats. My hair was waved, and I had red lipstick on. I must say, I felt like a million bucks instead of feeling out of place. So, no, I don't see ever not dressing with a nod to the past. It may not have been all better, but standards of dress certainly were!!