How inspiring is this vintage photo of Lauren Hutton, looking all sorts of aces in a denim skirt and simple button-down? You can tell that she knows that the key to preppy dressing—now and always—is to keep your lines clean and minimal. I went searching for pieces that fit that description, and bring them to you here.
A black gingham button down is preppy, for sure, but in a very versatile way: you could wear it with skinny black pants and look completely sophisticated, or dress it down with your most beaten-in jeans.
These wide-leg chinos look ideal for summer, and they’re the perfect khaki hue too.
Regular readers know that my favorite chinos are these Tel Aviv pants from Nili Lotan, which aren’t cheap but which I shell out for because no other chino I’ve ever tried manages to accommodate my not-tiny ass and thighs.
A denim skirt that looks pretty much exactly like the one Ms. Hutton is wearing in above picture.
I’d wear this polo dress with bright, contrasting sandals and maybe an armful of bangles.
Nothing’s preppier than a good striped tee, and this one has some nice touches, like the slightly-longer-than-sleeveless sleeves.
I like an oversized polo shirt like this classic (and very tennis-y) one.
You can’t get much cooler than a seersucker button-down, and this one also comes in a very good pink if that’s more your speed.
Tretorns are pretty classically preppy footwear, and I like the colorful details here.
I love how a woven belt can add excitement to any outfit to any old outfit with a touch of color and pattern.
And speaking of color and pattern: this is rather winning.