September Date Night

With the weather turning chilly in the evenings, it’s time to start thinking about layers. Eating outside is still very much an option, but as the sun starts setting a little earlier, having some extra warmth goes a long way.

I also like this time of year because it gives us an excuse to add some texture. Boiled wool, tattersall checks, suede…those heavier fabrics and patterns give a look some depth without making it feel overdone. It’s an easy way to dress for the season while still keeping things comfortable and casual.

Here’s how I like to do it:

From Top Left:

1. Eton Boiled Wool Shirt-Jacket:  Sort of jazzy…  A nice, dressy sport coat alternative.
2. Peter Millar Tempest Sunglasses:  These have a nice, Italian feel.  These are private-labeled from an Italian manufacturer and worth the money.
3. Beretta Fine Italian Tattersall Shirt:  There’s always room for tattersall.  Don’t sleep on the checks.
4. Peter Millar Alpine Wool 5-pockets:  I’m big on 5-pockets these days, and a wool option is a smart way to dress them up.
5. Rolex GMT Master II “Sprite”:  Such a cool look.  The subtle green gives this watch a little character.
6. Martin Dingman Henry O-Ring Alligator Belt:  I mean…O-ring and alligator?  Martin really outdid himself on this one.
7. Grant Stone Traveler Espresso Suede Penny Loafers:  I just got these (post coming), and I couldn’t be happier.  Don’t sleep on Grant Stone.  They are a little heavier than their Italian cousins, but that’s why they have a place. They wear very well.
8. Fleetwood Mac Greatest Hits:  You’ll both know the words to almost every song.  And isn’t that the point?

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