May Date Night / “Want to Eat Outside?”

It’s the perfect time of year to take advantage of warmer evenings and grab a table outside. Spring nights hit that sweet spot: comfortable, unhurried, and made for lingering. And if your date is anything like mine, she’ll happily choose the patio and settle in for a long dinner.

For May, I lean into lighter tones with a confident pop of color (navy is doing a lot of work right now). Stay smart with layers.  A lightweight jacket or sport coat goes a long way if the temperature dips, but elevate the whole look with strong loafers and a serious watch. And don’t forget your sunglasses. The sun isn’t setting until well after 8 PM.

Here’s how I like to do it:

From top left:

1. Sid Mashburn Navy Spread Collar Dress Shirt:  I like mixing in a darker dress shirt every now and then, and this is a great opportunity (lighter pants, lighter jacket).  You’ll get more wear out of this than you think.
2. Peter Millar Tempest Sunglasses:  Don’t sleep on PM sunglasses.  They are good, and typically about $100 less than other name-brand alternatives.
3. Ralph Lauren Seersucker Coach’s Jacket:  I am a big fan of solid seersucker, and this jacket is a smart way to add a ‘coach’s jacket’ layer without dressing the outfit down.
4. Jacob Hill Caiman Matte Belt:  I mean, it doesn’t get any better.
5. Faherty Light Blue 5-Pockets:  It’s not light denim, but a garment dyed light blue.  Really smart look.  Make sure they are tailored well: little to no break.
6. Ferragamo Grandioso Loafers:  A REALLY cool pair of loafers.  Somewhat fashion-forward vs. what we typically talk about here, but worth it.
7. Rolex GMT Master:  Bring out the big guns.
8. Stevie Wonder #1s: The Vibe…you forget how deep his catalog is.

What did I miss?

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