What to Wear on Valentine’s Day

Written by Dan | 14/02/2025

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Valentine’s Day is finally here! You’ve planned the perfect date, ordered the flowers, and resisted the temptation of those heart-shaped chocolates. But there’s one question that remains – what to wear for a first date?

Finding the ideal outfit for Valentine’s Day can be challenging. But don’t worry—we’ve got you covered with a few outfit ideas that will have you looking your best while expressing your style.

 

A smart white Ralph Lauren shirt to wear on Valentine's Day

 

The Smart Date Outfit: Bring on the Charm

Assuming your Valentine’s date doesn’t involve a fast food joint, it’s time to step up your game. Casual smarts can be tricky to pull off but fear not. A plain t-shirt underneath a lightweight jacket, paired with light chinos, is a guaranteed winner for any restaurant setting. 

Alternatively, consider a smart shirt (no tie required) matched with chinos and a knitted jumper. While these looks are smart and casual, the goal is to appear effortlessly chic. Remember, confidence is key, so keep those first-date nerves under control – you’re bound to impress.

 

Vivienne Westwood Krall Shirt

Vivienne Westwood Krall Shirt

 

The Outdoor Date Outfit: Adventure with Style

Perhaps you’re opting for a more adventurous Valentine’s Day, or you’re well aware of the chilly temperatures. Either way, practical can also be fashionable. We recommend smart jackets from expert brands like Parajumpers and Barbour, which specialise in stylish outdoor wear.

 

Barbour Liddesdale Quilted Jacket

Barbour Liddesdale Quilted Jacket

 

The Casual Date Outfit: Effortless and Chic

For a more laid-back dinner date scenario, we suggest a smart chunky-knit jumper paired with either jeans or chinos – the epitome of simplicity and style. Remember, neutral colours like blues, browns, and greens are always safe.

 

Fred Perry Chunky Cable Knit Jumper

Fred Perry Chunky Knit Jumper

 

The Dressy Date Outfit: Make a Statement

If your plans involve a fancy dinner or theatre show, it’s time to bring out the big guns. A tailored suit is perfect for this occasion, paired with a crisp white shirt and a smart pair of brogues. Don’t be afraid to play with colour and opt for something bold like a burgundy or navy suit. And don’t forget to accessorise.

Oliver Sweeney Chedworth Brogues

What to wear on Valentine’s Day: Keep it Simple

If you’re still undecided on what to wear on a first date, we suggest you maintain simplicity. Avoid flashy prints and stick to the neutral palette we recommended earlier. You’re already their Valentine, there’s no need to dazzle them with extravagant fashion choices. 

In the end, be yourself – unless yourself is inclined to wear flip-flops with socks. In that case, treat yourself to a new pair of designer shoes!

So this Valentine’s Day, don’t stress over what to wear – put on your best outfit, wear it confidently, and focus on the most important thing – the company of your special someone.

 

Treat yourself for Valentine’s Day!

 

 

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