The Obtainer - 7/18/25, Friday

Valet.
The Obtainer

Friday,
July 18th Edition

Cory Ohlendorf

Cocktail hour vibes activated. From bold shirts to breezy loafers, we’ve pulled together your blueprint on how to dress for rooftop drinking.

- Cory Ohlendorf, Editor in Chief ⋯ @coryohlendorf

 

What We’re Wearing

Rooftop Cocktail Hour

The sun’s dipping low, the breeze is just right, and you're on a rooftop with a cold drink in hand. Whether it's a date, a summer wedding afterparty or a casual Friday night with friends, this is the moment to show up with effortless style. The look is confident but relaxed—refined fabrics, sharp details, and a hint of shine. Pull on a silky camp-collar shirt in a moody floral, watercolor print, or deep solid. Something that feels expensive, drapes on the body and shows a hint of chest. Ground the look with some easy slip-on shoes that have an air of sophistication but remain casual. Belgian loafers are elevated summer shoes that can handle standing, stairs, and impromptu dance floors. Don't forget to spray some cologne before you leave: Something deep, citrusy and a little mysterious—perfect for a night cap.

Your Cocktail Hour Fit

Clockwise, from top left:

Sterling silver cuff,
$198 by Studebaker

Johnny belt,
$178 by KLDSCOPE

Didcot shirt,
$155 / $110 by Wax London

Thé Noir 29
eau de parfum,
from $110 by Le Labo

Belgian loafer,
$350 by Morjas

Standard
pleated chino,
$165 by Alex Mill

 
Smart Buys

The sales and discounts our team is currently watching.

 

Cut from TENCEL for soft, breathable comfort and an easy drape, this short‑sleeve shirt with an all‑over print is a casual warm‑weather essential.

$98 / $68.60
(w/code SHOPNOW)
by J.Crew

 

A distinctive criss‑cross metal tripod design with add some mid‑century modern flair to any room.

$110 / $80
by Brightech

 

Equipped with an ultra‑responsive ReactX foam midsole, the Pegasus trail running shoe offers dual‑terrain performance in a sustainable package.

$155 / $124.97
by Nike

 

Want more?
See all 28 sales »

 
Worth a Read

The best stories from around the web.

 

The Ferrari will be part of an RM Sotheby's auction on August 12, and it already has a bid of $2,555,000—but will it fetch more money on Craigslist?”

 

Someone Is Trying to Sell a Ferrari F40 for $5 Million on Craigslist

 

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Car and Driver
 

The label’s new summer collection of tees, flannels, sweats, and shorts retains the brand’s signature New England-inspired look and feel, but the clothes themselves are fundamentally different than before.”

 

Would You Pay More for American-Made Menswear? This Indie Designer Is Betting on It

 

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A really big thriving plant that you take extra good care of. If you don’t have a green thumb, go with a Snake Plant and if you want to get adventurous, get a big Philodendron.”

 

The Items Every Man Should Have in His Home, According to Rocco Co-Founder Alyse Borkan

 

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