I am going to Annapolis this weekend for a very dear friend’s bachelorette party (I wrote about meeting her here), and we’ll be sailing, shucking crabs, and drinking a lot of rose. Accordingly, I am leaning towards my preppiest duds. I don’t wear them as often up here in New York, which feels sleek and trendy and urbane, and so this will be a delightful excuse to return to my teen years. We’re talking washed out Lacostes, faded Nantucket red chinos cuffed at the ankle, a reckless amount of navy, and striped everything. Think JFK The Myth — young, vigorous, well-heeled. (JFK The Reality is a different story altogether.)
Below, my preppy summer wishlist…
Chino Shorts in Old Red (also love these striped, ruffled shorts!)
A Long-Sleeved Polo (I’d order a size up for a roomier fit)
A Ruffled White One-Piece — just the right amount of nautical
Supergas in Vintage Blue — with a “they faded on the boat” vibe
A Country Club-Appropriate Wrap Dress in White (also love this — under $80!) with the cutest plaid slides
White White Jeans: This Poplin Top, an Eyelet Blouse ($65!), or This Ultra-Covetable Tasseled Misa
Striped Manebis (major Chanel vibes; on sale!)
A Beachy Striped Maxi (love the loose fit; have also been wearing this constantly — and this achieves a similar effect)
One-piece wonders: this or this (amen amen amen)
P.S. The preppy makeup look is under-done, just-off-the-boat chic: a dusting of bronzer; a few dabs of dewy, transparent luminizer; a flushed natural-looking lip courtesy of Dior; and a spritz of a beachy scent (this smells insane). I also love a little body oil on the shoulders/decollete to highlight a light tan. And of course my two-step mascara routine, which I outlined in full here. Can’t go anywhere without some dramatic lashes, even post-sail.
P.P.S. I still get a lot of questions about my iPhone case.
P.P.P.S. My favorite monogram sources, and a true love story.