This is my Sam's fall/school dress, worn when it's too hot for her wool school dress, but a tad cool out for lighter clothes. While it's not my favorite of her outfits, either, I do love the details. The ribbon belt is a great touch! The colors really look nice on Sam. My Sam is from 1993, and my dress has the thicker taffeta. I've never had any trouble with wrinkles, on the dress or hair ribbon, but I tend to store them hanging or laying flat.
The rest of this outfit isn't in as good of shape. Her stockings and underwear are so stretched out, they fall off of her if she wears them. I still have them, but she now wears new Springfield Collection black stockings, and I may try to make her similar underwear or ask my mother if she can.
And few people like her annoying shoes, including me! Mine aren't even in very good shape. Years of Samantha just barely fitting into the whitewashed baby bassinet I used for her bed has left the shoes with long white scrapes on the back. I gladly retired them to the dolls' shoe basket when my mother bought vinyl slip-on black shoes for all of my dolls to share last Christmas.