I suppose this could be debated about. Being an older dog myself, I think I can sympathize with my counterparts of the fairer (more or less) sex, who want to remember their youth with the associated garments. As long as it isn’t something utterly ridiculous like diapers that show. But I’m not a particular sex fiend, so YMMV.
I don’t think there’s an obligation to look like “the public” wants you to. My version of “scr*w y’all” is a long dress, a head covering, a baby, and sneakers, but if someone else’s is a skirt and tank top that belongs on a much smaller person, I’m okay with that. (Although I’m still thinking, “Don’t you have a mirror!?!” because I look frumpy, but they look OMG!!!)
Dr. Sowell is just raising the question ... “Do you think this looks good?” If you don’t care about looking good, that’s one thing, but if you do and you’re wrong, then you’re wasting your money and effort. People shouldn’t follow a fashion if it’s not flattering to them.
And almost everyone’s legs look better in hose. It’s not the most comfortable choice, but do you really want everyone to see where you banged your shin on the coffee table again?