What to wear on Valentine’s Day – The Flowchart for Guys

Decision Time:  What to wear on Valentine’s Day 2011

Whether you’re celebrating this weekend, or on the actual day of on Monday, deciding on what you’re going to wear for your Valentine’s Day date isn’t always easy.  If you’re feeling indecisive, just follow the flow chart below.  You’ll eventually end up at an outfit suggestion.  And yes, these are just suggestions.  Take em’ or leave em’.  Find where to buy some of it at the bottom of the page.

Where to buy some of it:

The 3 piece Suit: Indochino – $419.00
The Black Blazer:  INC Potter Blazer – $69.98 or DKNY Wool Blazer – $149.99 or  Express Cotton Jacket – $178
Gray Pants: Express Stretch Cotton Producer Pant – $59.90
Cool Pocket Square:  Lands End Canvas Pocket Square – $9.50
Check Shirt: J. Crew Adams Tattersall – $59.50 or Old Navy Blue mini check – $24.50
Knit Tie:  Cotton Knit Made in the USA Tie – $17.95
V-Neck: B.R. Silk Cotton Cashmere svest – $49.50 or LEC Wool/Cotton sweater – $24.99

Joe

Recent Posts

1 Sale 4 Outfits – Brooks Brothers 25% off + addit. 10% off for members

Stacks on clearance too. 4 style scenarios mined from the BB F&F Sale.

48 minutes ago

Allen Edmonds Rediscover America Sale 2026 – Top 10 Picks

New releases + timeless icons which rarely go on significant sale. One of their biggest…

2 days ago

Win it: The VAER R1 Oceanracer II Chronograph

USA Assembled. "Speedy" good looks. Sold out, but yours to (possibly) win.

4 days ago

Most Wanted Affordable Style – September 2026

New diver color combos, waxed & quilted jackets, and another alternative to wearing a hoodie.

5 days ago

Steal Alert: 30% off The Caravelle Sea Hunter Automatic 39mm Dive Watch

Yes the price has gone up while discounts have gotten skinnier. It's still a lot…

6 days ago