With all the ups and downs of the past couple years, Valentine’s Day this year feels a little more special—at least to us. So, why not make some fun plans for the big day? And while you’re at it, you might as well look great when you’re there. We’ve got you covered with the easiest ways you can dress to impress—while still feeling comfortable.
When picking what to wear, remember these four easy-to-apply Valentine's Day tips and style recommendations to look your best without ever being over (or under) dressed.
Classics Can’t Go Wrong
They're called classics for a reason. When in doubt, elevate any outfit with a crisp, clean, white button-down shirt. Styles like this can often be considered stuffy or too dressed-up to suit more casual dressing needs, but not ours. Once you move on from the notion that any dress shirt needs to be pressed, starched, and tucked in, you soon understand that the white button-down shirt is the grown man's white T-shirt.
It looks good with jeans—or in our favorite case to cover all bases, an equally classic pair of Chino Pants. If you want to polish off the outfit to allow for even more versatility, layer on a lightweight merino wool V-neck sweater.
Wrinkle-Free Las Cases Shirt
Merino Wool V-Neck Sweater
Try Touchable Textures
Valentine's Day is the one holiday of the year when getting close isn't just expected, but inevitable (if you play your cards right). Encourage a cozy embrace with warm, comfortable pieces. UNTUCKit offers flannel shirts that are not only super soft but look sharp for any casual date—from saturated red and navy pairings to bold blue and gray gingham.
But don't stop there. Top it off with a soft, medium-wale corduroy utility jacket and lambswool Donegal knit scarf to pull it all together.
Flannel Rosato Shirt
Cord Utility Jacket
Donegal Rib Knit Scarf
Piqué Their Interest
It's not just textures that are designed to draw attention. Soft fabrics, including cotton piqué and design elements such as cozy quilting, are easy ways to elevate both your style and your Valentine’s interest. UNTUCKit has you covered with its classic piqué polo and quilted field vest.
No matter the climate, the lightweight quilting in a classic diamond design takes an ordinary outfit into the extraordinary territory. Add an exciting statement sock to get conversations started if you're limited to options up top but still want to let a little personality shine through.
Classic Pique Polo
Quilted Field Vest
Look Slim, Not Stuffy
If you’ve found your fit, but you're still in need of a bit of advice in making your style look as flattering as possible, start with small patterns. Finer plaid, micro-gingham, and slim vertical stripes are all designs that flatter a fuller shape.
Not to state the obvious, but tucking in a button-down shirt under a sweater can add bulk, so keep it lean and leave it untucked. To further flatter your frame, layer on a well-crafted, dark blazer to help minimize size by creating a slimmer visual line.
Wrinkle-Free Performance Salice Shirt
Wrinkle-Resistant Palazzo Sport Coat
Wrinkle-Free Performance Ripasso Shirt