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What We’re Wearing

A Solo Date Night

Percival linen tailored blazer for a solo date night

What We’re Wearing

A Solo
Date Night

Going alone for some self-care

Going on dates doesn’t always have to involve multiple parties. Sometimes it's nice to treat yourself to some “me” time. Whether you're in a relationship or just work too much, self-care should always be a priority. Of course, that's easier said than done. Solo dates allow you to entertain your interests or even discover something new that you may not usually have time for. I recently took myself out to dinner at a local pizza joint and sipped a Negroni with my pie. Honestly, it was the perfect reset I never knew I needed.

Need some solo date ideas? Stop at a coffee shop and then take a stroll, grab dinner at the bar, or plan an afternoon at the art museum. What makes the outing feel special is dressing up for yourself. You don't need to impress anyone, but getting a fit off will elevate the experience. This time of year, a linen blazer is a smart option—it keeps you cool during the day and warm at night—plus, I love the high/low mix with some worn-in denim. Then pull on some Chelsea boots. They're back and this time around, a pair of relaxed or straight-fitting pants give the boots a more laidback feel. And who doesn't love a laceless yet formal-looking footwear option?

Don't skimp on accessories though. These tortoise frames are stylish, well-made and affordable. And when you're sporting a blazer, your shirt should be tucked, so you'll need a belt. A hand-woven belt is a subtle piece, but one of the most intriguing items to pull the look together. This, of course, is an outfit that can work for regular date nights with your partner as well. But we're here to give you a gentle nudge and a reminder to treat yourself now and then.

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Your Self-Approved Fit

Men's solo date night outfit inspiration
Percival Linen Tailored Blazer

Linen tailored blazer,
$330 by Percival

ASKET Oxford Shirt

Oxford shirt,
$145 by ASKET

Levis Vintage Clothing 1954 501 Jean

1954 501 jean,
$325 by Levi's Vintage Clothing

Allen Edmonds Denali Chelsea Boot

Denali Chelsea boot,
$475 by Allen Edmonds

Shwood Eyewear Kennedy Acetate Frame

Kennedy acetate frame,
$149 by Shwood Eyewear

Toast Textured Ribbed Socks

Textured ribbed socks,
$35 by Toast

Roja Parfums Enigma Cologne

Enigma cologne,
$60 by Roja Parfums

Guanabana Leather-Trimmed Belt

Leather-trimmed belt,
$75 by Guanábana

Your Self-Approved Fit

Men's solo date night outfit inspiration

Oxford shirt,
$145 by ASKET

 

Linen tailored blazer,
$330 by Percival

 

Kennedy acetate frame,
$149 by Shwood Eyewear

 

1954 501 jean,
$325 by Levi's Vintage Clothing

 
 

Denali Chelsea boot,
$475 by Allen Edmonds

 

Textured ribbed socks,
$35 by Toast

 

Enigma cologne,
$60 by Roja Parfums

 

Leather-trimmed belt,
$75 by Guanábana

Go Phone
Free

A solo date is about quality time with yourself. That means staying off your phone. To help you put the screen away, try bringing along a book. If you need to focus your attention, dive into some paper, like Jonathan Eig’s new biography on Martin Luther King Jr.

‘King: A Life’, $22.73 by Jonathan Eig

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