I always used to buy clothes individually, with maybe a bit of consideration about what it might go with. But did end up with quite a few things that were lovely but didn’t really work with anything. Dresses always worked because they are, sort of, a complete outfit.
However, spending time with my lovely and very stylish Spanish friend has convinced me of the wisdom of investing in whole outfits. She’s always done this, and says it’s the norm for stylish Spanish people. I’ve done it for a couple of years now and find some shopping websites helpful for putting together outfits. Now if I buy a skirt, I’ll get a top to go with it, maybe an accessory or tights too, and a layer to go over it. It’s not cheap, but I’m only buying a few outfits a year, so that saves time and at least I’ve not got items I barely wear as I know everything goes with at least something. I also have a pretty staple winter uniform of skinnies ( 2 pairs in rotation), a bright cashmere or sweatshirt and trinkets/ boots which makes up most of my casual days wear. Summer, it’s dresses.
Anyone else shop this way? Perhaps it’s quite normal but it was a revelation to me. I do airways try to avoid the ‘bought these special matchy things for my Buckingham Palace garden party moment’ look. I hope moderately successfully, but who knows?!