The Look: July Date Night

 

We are in the thick of it, aren’t we?

It’s hot out there.  And the sun doesn’t go down until nine or so.  While the late nights are great for some topwater bass action, planning for a date night takes some intentional actions.  Mainly: dress light.  Don’t lean into tech…it’s not what your better half deserves on a night out.  Instead, go for lighter weight natural fibers.  Linen, cotton…they breathe well.  Especially in the shade.

Here’s what I like for July:

From top left:

1. Original Madras Trading Company Batik Shirt:  A really cool lightweight shirt.  Don’t be afraid of patterns.  Not every night, but sparingly.  Our friends have perfected madras and light cotton at the Original Madras Trading Company.  And this Batik shirt…will…be…mine…
2. Warby Parker Haskell Sunglasses:  Cool frames for a sunset view.
3. Cotton Bandana:  I usually pack one of these in my back pocket.
4. Martin Dingman Perry Italian Grain Belt:  Never skimp.
5. Incotex Chinolino Trousers:  Chinolino (cotton/linen blend) is an elite option this time of year.  Incotex has perfected it…keep one pair of these in the rotation.  Get them cuffed with the slightest touch of break for a cool look with loafers.
6. Martin Dingman Bologna Italian Deerskin Tassel Loafers:  These are like summer slippers…but dress shoes.  No socks required.
7. Rolex 41 Datejust:  Such a cool watch.  For all of us who wear the 36 version, this 41 has become the envy.  Not an upgrade, but a different look.
8. Beach Boys: ‘Endless Summer’:  The perfect vibe for this time of year.  It hits just right.

What did I miss?

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4 Comments

  1. CCE
    07/22/2026 / 10:01 AM

    We’re in the Steely Dan era of summer- linen, late night patio cocktails, and texting the group to start planning Labor Day dove shoot plans….

    And of course, this is where the MLB season starts to get interesting.

  2. DSRG
    07/22/2026 / 1:42 PM

    Gotta get a Jubilee bracelet on a Datejust, not an Oyster. And while I think 36mm is a touch small for most men’s watches, the Datejust looks better at 36 than 41. Better proportions. Wears larger than it is.

  3. Nacho
    07/22/2026 / 4:46 PM

    Datejust is just a little too much and little too “finance bro on vacation” for me. I’d stay 36mm and go with something like an IWC Ingenieur. Maybe even that new Pool dial.

  4. JDV
    07/23/2026 / 11:26 PM

    Bandana in the back pocket, yes. I too. And ‘Endless Summer’ is my most played album of all time. Now going on 45 years of enjoying their endless harmonies.

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