When I was 15 or so, I used to study my older brother’s high school yearbook for style tips. He went to a fancy WASP-y private school in River Oaks, which is where all of the people with old money in Houston lived, and the girls dressed differently than they did at my big public school, where the aesthetic was very more is more. I was drawn to how understated and elegant the girls at my brother’s school were, and how cool they looked in jeans and a simple Lacoste shirt, like this one.
A seersucker blazer in grey is a little chicer and less obvious than blue.
Classic khaki chinos in a just-right dark hue.
Embroidered belts are a preppy mainstay, but this one with skulls has a bit of edge.
I like this anchor belt too.
Tretorns are classics, and they’re so well-priced.
I’d wear this Madras shirt with cutoffs, or over my swimsuit at the beach.
All the preppy girls in Houston wore Mexican dresses like this one, and they’re so good for tooling around on hot days, and this purplish-blue embroidery is pretty good.
This wicker bag, with black skinny pants and a white tee would be aces.
And this wicker clutch is pretty good too.
Jack Rogers sandals are another preppy mainstay, and they get slightly edgy in gold.
Ray Ban Wayfarers suddenly feel really right to me again.
This tee dress has black and white stripes, which is somewhat more sophisticated than if they were blue or red.