When I was still young the longer skirts (below knee/mid calf) were "in" enough so that I didn't feel too frumpy. Now that I'm older I can't wear the trendy stuff anyway...or I guess I could, but I'd risk looking like a real nitwit. LOL
I will say that as I got more and more depressed with my life as a JW, my clothes got darker and more frumpy...it was like I wanted to disappear. I either threw that stuff away or gave it to Good Will.
I'm just glad that I don't have to dress up all the time any more.