I used to dress more preppy when I was a teenager, but I don't aspire to dress that way now. One of my daughters looks best in classic and/or preppy clothes. She shops mostly at American Eagle, but also at Express (for button-down shirts and slacks) and a few other stores. She liked a lot of the stuff in the Lands End catalog. I haven't ordered from Lands End in years, but recently got back on their mailing list. Above all, she prefers quality over quantity and has the figure to wear the preppy clothing style well. I'm curvier now than I was when I was a teen, so preppy doesn't work for me anymore. I also got tired of the look.