19 Jan Valentine’s Day Style Mistakes Men Still Make and How to Avoid Them

Posted at 18:48h in STYLE INSPIRATION, BRAND SPOTLIGHT, GIFT GUIDES, MENSWEAR TRENDS by Yelyzaveta Тymchenko 0 Comments

1 Like

Valentine’s Day is a wonderful opportunity to show thoughtfulness – not just with gifts, but with your outfit too. However, even the most well-intentioned style choices can sometimes miss the mark. Don’t worry – with a few simple tips, you can look polished, confident, and effortlessly stylish.

Here’s a guide to some common Valentine’s Day style mistakes men make and gentle advice on how to avoid them.

1. Over-Themed Outfits

The mistake: Wearing bright reds, novelty items, or heart-covered clothing can sometimes feel a little over the top.

How to do it better:

Opt for subtle accents, like a burgundy sweater, patterned tie, or a tasteful pocket square.
Let your outfit hint at the occasion rather than overpower it.

Tip: Even a small festive detail can show you’ve put thought into your look.

PAUL SMITH Purple Crew Neck Jumper

Select options

ETERNA Modern Fit White Shirt with Navy Contrast Buttons and Collar

Select options

Meyer Chicago Navy Blue Textured Chinos

£160.00

Select options

Jeffery West Club Montepulciano Dark Brown Suede Loafers

Select options

2. Shoes That Don’t Quite Fit the Look

The mistake: Trainers or worn shoes can unintentionally make an outfit appear less refined.

How to do it better:

Choose well-polished leather shoes, suede loafers, or smart boots that suit your outfit.
Ensure the shoes complement the formality of the venue.

Tip: Clean and well-maintained shoes instantly elevate any outfit – even a casual jeans-and-shirt combination.

Cheaney Jackie III R Chukka Boot in Dark Leaf Calf Leather

£475.00

Select options

Jeffery West Foxy Hendrix Mahogany Brogues

Select options

Cheaney Old Classic Derby Black Calf Leather

£375.00

Select options

Jeffery West Club Montepulciano Dark Brown Suede Loafers

Select options

3. Over-Formal or Under-Dressed

The mistake: Wearing a tuxedo to a casual dinner or jeans to a fine dining restaurant can feel slightly mismatched.

How to do it better:

Aim for smart-casual: dark jeans or tailored trousers with a crisp shirt and blazer.
Add a jacket or coat for extra polish without overdoing it.

Tip: Consider the atmosphere of your date venue and dress to match – comfortable and stylish is always appreciated.

Schneiders Bobby Charcoal Wool and Cashmere Overcoat

Select options

Eton Floral Trim Slim Fit Light Blue Shirt Signature Twill

£150.00

Select options

JACOB COHËN Slim Fit Navy Cotton Stretch Chino

Select options

BOSS Italian Leather Belt With Pin Buckle

Select options

4. Neglecting Fit and Grooming

The mistake: Clothes that are too baggy, messy hair, or untidy facial hair can make even the best outfit look unkempt.

How to do it better:

Choose clothing that fits well and consider gentle tailoring if needed.
Ensure your hair, beard, and nails are neat.

Tip: Small attention to grooming shows care, confidence, and respect for your date.

5. Forgetting Thoughtful Accessories

The mistake: Either too many accessories or none at all can affect the overall impression.

How to do it better:

Select one or two simple accessories, such as a leather belt, pocket square or a subtle tie.
Avoid overcrowding – often, less is more.

Tip: Accessories should complement your outfit gently, rather than overpower it.

Valentine’s Day is a chance to show thoughtfulness through your style, but it’s also about feeling comfortable and confident. Focus on fit, subtle accents, and grooming, and you’ll create a look that feels effortless yet thoughtful.

For further inspiration, explore our guide to Valentine’s Day outfits for men, filled with ideas for smart-casual, classic, and modern looks that are sure to impress in a kind, considered way.