This looks like a wardrobe staple waiting to happen to me. It looks like a top and skirt, but is actually a wrap style dress with a check skirt and black top. The “skirt” is high waisted and there is a flattering wrap style drape at the hip.
This is a really classic style, that could be worn several ways. Cats Eye glasses and a beehive makes it the perfect secretary dress, while victory rolls and seamed tights could give a very passable 1940s look!