I currently own three skirts and four work dresses, three summer casual dresses and five evening/occasion dresses. My skirts are all at least four years old!
I had a stage of wearing casual A line skirts, boldly patterned, with a simple tank or tee, and wedges. It was a summer uniform for 2-3 years that I liked. I may go back to it because it was flattering and fun, but then A lines seemed to disappear for a while.
ETA: I find dresses easy to fit, whereas skirts can have issues. I suspect there will be more available at retail soon - everything cycles back again. I also like the way a dress does not make me look as short waisted. I am happy to repeat outfits a lot too