What We’re Wearing

Valentine’s Day Dates

Men's Valentine's Day date outfit inspiration

What We’re Wearing

Valentine’s Day Dates

Cupid couldn’t even
dress this well

Valentine’s Day is on Monday, and you’re ready for your dategifts are wrapped, reservations are made, flowers have been ordered. What else is there? Well, depending on where dinner is, you have to dress the part.

Piece of advice: dress in layers just in case you get chilly, and if your partner does too. It always looks good whenever you're prepared for anything. Pick out a foolproof outfit—we're thinking neutral tones, amazing fit and some solid shoes.

Starting up top, this cashmere cardigan is a fine knit, but gives off a nice formal unstructured blazer look that can be paired with anything. Moving down to the shoes, let your date know that you're serious about them, and nothing says that better than a sharp pair of loafers. Novelty underwear isn't sexy, but some hearts on your socks? That's endearing. Don't forget about the fragrance. This can make or break the chemistry. If it's your first date (you brave, brave man) you want the person to remember you, and if you want to take things to the next level, smelling great is half the battle.

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Your Valentine’s Day
Date Fit

Men's Valentine's Day date outfit inspiration
Alex Mill Cotton-Cashmere Cardigan

Cotton-cashmere cardigan,
$155 by Alex Mill

Gitman Vintage Blue Stripe Oxford

Blue stripe oxford,
$170 by Gitman Vintage

Blackstock & Weber Mason Horse Bit Loafer

The mason horse bit loafer,
$345 by Blackstock & Weber

Todd Snyder Japanese Relaxed-Fit Selvedge Chino

Japanese relaxed-fit selvedge chino,
$248 by Todd Snyder

3Sixteen Wool Mac Coat

Wool mac coat,
$400 by 3Sixteen

Knickerbocker Cable-Knit Wool Cap

Cable knit wool cap,
$50 by Knickerbocker

Imogene + Willie Organic Cotton Sock

Organic cotton sock,
$28 by Imogene + Willie

FRAMA St Pauls Eau de Parfum

St Pauls eau de parfum,
$135 by FRAMA

Your Valentine’s Day Date Fit

Men's Valentine's Day date outfit inspiration

Cotton-cashmere cardigan,
$155 by Alex Mill

 

Blue stripe oxford,
$170 by Gitman Vintage

 
 

The mason horse bit loafer,
$345 by Blackstock & Weber

Japanese relaxed-fit
selvedge chino,
$248 by Todd Snyder

 
 

Wool mac coat,
$400 by 3Sixteen

 

Cable knit wool cap,
$50 by Knickerbocker

 

Organic cotton sock,
$28 by Imogene + Willie

 

St Pauls eau de parfum,
$135 by FRAMA

Conversation

Every day from late February through mid-January, around 100,000 pounds of conversation candy hearts are made. The entire amount produced during this time sells out in six weeks.

NOTE: Items featured in this story are independently selected by the editorial team. Purchasing via our links may earn Valet. a portion of the sale, which helps fund our editorial mission.

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