What’s up fellas. With V-Day on the horizon, I put together this article and little lookbook featuring 4 Valentine’s Day outfits to help inspire you on this holiday of love.
These looks also double as great winter date night outfit ideas gents.
To watch, be sure to check out the video below.
4 VALENTINE’S DAY OUTFITS FOR MEN
LOOK 1: ROLLED & RED
A casual day-to-night Valentine’s Day outfit.


This first Valentine’s Day inspired look is a fairly casual and sensible winter look. It’s simple, casual and yet still refined which makes it a perfect outfit for a Valentine’s Day date.
I went with a black ribbed turtleneck sweater under a navy car coat, and bold burgundy chinos to inject a bit of red into the look.
Down low I threw on the comfortable and stylish suede chelsea boots.
Overall, this is a look that can take you from a chill day date to a night on the town or a relaxing evening back home.
LOOK 2: FORMALLY & CASUALLY ROLLED
Dress up or dress down the elegant turtleneck sweater.


The rollneck makes for a great necktie alternative.
For this look I paired a lightweight navy, turtleneck sweater with a blue shark skin suit. This dresses down the suit just a little bit.
Alternatively, I dressed down the suit even further by swapping the suit jacket for a mid-wash denim jacket. This gives the look more of an edge, while still remaining elevated.
As for the shoes I went for a pair of half brogue oxfords in a walnut shade.
Make your Valentine’s Day great again with this stylish getup.
LOOK 3: THE BLACKOUT
A classy Valentine’s night.


I’m calling this one The Blackout since it’s an all black look which makes it perfect look for Valentine’s date night.
Everything is black with exception to the blazer which is more of a charcoal gray in a silk woolen material. And for the small details I have a red lapel flower paired with a white and red check pocket square.
Rock this all black look and you’ll be looking, smooth, suave and sophisticated for your special lady.
LOOK 4: ALL TIED UP
Classy it up a bit with a necktie, button-down and waistcoat combo.


The final look I decided to keep things refined with dress pants, oxford cloth button down, a silk neck tie and a textured vest.
For the top layer I opted for a green woolen pea coat as it’s a stylish option, but still keeps me warm.
And finally down low I have the chocolate brown full, brogue dress boots.
You’ll get style points and bedroom points for this one as what woman doesn’t like her man tied up?
IN CLOSING
Alright fellas, there you have it, 4 different Valentine’s Day outfits for men that I hope can inspire your Valentine’s Day getups or date night outfits this year.
Which of these Valentine’s Day outfits is your favorite?
Let’s continue the discussion over in the Gentlemen Within Private Facebook Community.
Looking forward to seeing you in there.
All photos taken by my friend, Erica. Check out her amazing photography services!
Cheers to your style!
-K
LIKE WHAT YOU READ?
Get more posts like this plus style tips & advice delivered straight to your inbox.
- 245Shares
Drop a Line!