We Want: Two Preppy Classics
The thing about fashion is it’s often impractical. Beautiful, aspirational, fun — but not useful when weekends involve chores, carting children around, or other activities that call for function over form.
That’s why we’re excited by the renewed interest in two easy-wearing, versatile classics: the boat shoe, and the cotton button-down. Ivy style is back big time; call it the Saltburn effect. Expect a frenzy over the formerly fratty shoe, which Miu Miu recently showed styled with other preppy mainstays, like navy blazers. The footwear offers a similar vibe to loafers, but is more comfy and casual, and looks cute with little socks or bare ankles. Button-downs, meanwhile, have never left, but now they come in all sorts of silhouettes: fitted or loose, cropped or long. Below, our favorites in both categories.
Boat Shoes:
This style’s been around for 89 years, and it’s still going strong. Sperry Authentic Original Boat Shoe, $110.
Extremely high quality for the price. We like the all-black, which feels a little more refined. G.H.Bass Hampton Boat Shoe, $145.
A warm and cozy option that looks good with longer hems. L.L.Bean Wicked Good Moosehide Camp Moccasin, $80.
The chunky sole make these feel a little more “fashion.” Sebago Acadia, $152 (this one with leopard print is also cool).
Button Downs:
These tailored shirts were designed not to gape at the buttons. The Shirt The Icon Shirt, $108. Size XXS to 2XL.
We mostly included white button-downs, but we are very into these pastel oxfords, too. Ralph Lauren Relaxed-Fit Cotton Oxford, $148. Size 00 to 18.
A simple, easy work shirt. J.Crew Factory Signature-Fit Button-Up Shirt, $39.50. Size XXS to 3XL.
This one has a beachy, casual vibe. Frank & Eileen Barry Tailored Button-Up, $136.80. Size XXS to XL.
A lightweight poplin style that's just a tiny bit oversized. Alex Mill Standard Shirt in Paper Cotton, $145. Size XS to XL.
Minimal, save for the longer cuffs and slightly dramatic collar. Cos Oversized Long-Sleeve Shirt, $99. Size 2 to 14.
An organic cotton version that's the right price. Gap Perfect Shirt, $39. Size XXS to 2XL.
The contrasting cuffs on this one are fun. Zara Combination Poplin Shirt, $45.90. Size XS to 2XL.