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Home › Dating › Valentine’s Day Outfits for Men: What to Wear

Valentine’s Day Outfits for Men: What to Wear3 min read

By Khoi Nguyen — May contain affiliate links (Details)Leave a Comment


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.

Valentine's Day Outfits For Men & Date Night Outfit Ideas | GENTLEMAN WITHIN

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

DATE NIGHT OUTFIT IDEAS For Men | Valentine's Day Winter Style Lookbook

LOOK 1: ROLLED & RED

A casual day-to-night Valentine’s Day outfit.

Valentine's Day Look 1: Rolled & Red 1 | GENTLEMAN WITHIN
Texting bae.
Valentine's Day Look 1: Rolled & Red 2 | GENTLEMAN WITHIN
SHOP THIS LOOK—Car Coat: Tailor Store | Turtleneck: Sold Out | Boots: Thursday Boots Co. | Chinos: Woodies Clothing | Driving Gloves: Elma

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.

Valentine's Day Look 2: Formal | GENTLEMAN WITHIN
What’s up boss.
Valentine's Day Look 2: Casual | GENTLEMAN WITHIN
SHOP THIS LOOK—Denim Jacket: Tailor Store | Turtleneck Sweater: Banana Republic | Tailored Trousers: Sold Out | Shoes: Allen Edmonds | Socks: Sold Out | Watch: Daniel Wellington | Lapel Pin: Ties.com

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.

Valentine's Day Look 3: BLackout 1 | GENTLEMAN WITHIN
SHOP THIS LOOK—Suit Jacket: Sold Out | Dress Shirt: Macy’s (similar) | Pants: Uniqlo | Shoes: Beckett Simonon | Socks: Sold Out | Pocket Square: Gentleman’s Box | Lapel Flower: The Dark Knot
Valentine's Day Look 3: BLackout 2 | GENTLEMAN WITHIN
Kick game, 100.

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.

Valentine's Day Look 4: All Tied Up 1 | GENTLEMAN WITHIN
SHOP THIS LOOK—Pea Coat: Target (similar) | Shirt: GAP (similar) | Tailored Trousers: Sold Out | Boots: Allen Edmonds (similar on a budget) | Necktie: Salt & Dapper
Valentine's Day Look 4: All Tied Up 2 | GENTLEMAN WITHIN
Oh hey, cutie.

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

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Filed Under: Dating, Lookbook, Style, What To Wear Tagged With: Date Night, Date Night Outfits, Lookbook, Outfit Ideas, Valentine's Day, Valentine's Day Outfits

About the Author

Khoi is a Temple University graduate working as a freelance designer. He created Gentleman Within to help men dress better and feel their best. He believes that style is worth caring about, and that through style, men can become their best selves. Connect with him on Instagram, Facebook and Twitter.

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