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Blog George Richards Big & Tall Menswear

What to Wear on Valentine’s Day

Valentine’s Day is here again, and if you’re still wondering what to wear on Valentine's Day, look no further. While deciding on an outfit can be easy for the ladies, it’s easy for date night outfits for men to make them look underdressed. We won’t let that happen this time.

No matter how you choose to spend this special day with the one you care about, we’ve got you covered with this guide for every scenario:

Going Out to Dinner

If you’re going out to dinner like the majority of us, make sure you’re looking extra sharp to impress your date. This doesn’t mean dressing in a stuffy suit. In fact, a nice dress shirt paired with a fitted blazer is just what you need to keep your date’s attention the entire evening. Finish off the look with a nice pair of brogues, like the ones by Hush Puppies.

Shop the look:



Going to the Movies

bomber jacket, and a pair of nice sneakers. A look like that will give you the comfortable, clean style that you’ve been searching for.


Signature Carrington Blazer

Projek Raw Bomber ($195)

Daniel Hechter Paris Fashion Check Dress Shirt

Projek Raw Knit Crew Neck ($58)

Hush Puppies Griffin

Point Zero Stretch 5 Pocket Twill Pant with Flex Waist($105)


An All Day Outing

jeans, and a pair of suede boots.


Signature Carrington Blazer

Britches Double Collar Jacket ($118)

Daniel Hechter Paris Fashion Check Dress Shirt

Jones New York Mock Neck Sweater ($40.50)

Hush Puppies Griffin

Britches Denim ($80)




Staying In

This year, if you and your significant other want to take it easy by staying in and cooking a homemade dinner, opt for comfy casual without looking too sloppy. It is still Valentine’s Day, after all. For us, the perfect laid back look includes a nice hoodie, a fitted henley style shirt, and your favourite pair of jeans. We love this henley by Britches because of the pop of deep red and the boxy shape it gives your shoulders.


Signature Carrington Blazer

Buffalo Fleece Hoody ($65)

Daniel Hechter Paris Fashion Check Dress Shirt

Britches 3 Button Henley Knit ($30)

Hush Puppies Griffin

Projek Raw Jean ($95)


Following this guide will you keep looking smart and stylish. Tag us in your Valentine’s Day looks on Instagram, (@georgerichardsmenswear) or tweet us (@GR_menswear).