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Men’s Style Tips – What To Wear On Valentines Day

Thursday, 8th February, 2018


UPDATED for 2018

Valentines day is upon us, which means you’re probably going to want to look your best, whether you’re going out on a date with a girl, you’re out with your girlfriend/wife, or you plan on going out with your friends on the usual night out, you’ll want to look sharp for this night of all nights. When the day or night comes, you’ll want to know what to wear, the best way is to prepare and make sure you have what you need, but what do you wear anyway!?

Check out some of my style tips to get you started.

Dress For The Occasion

The first and most basic of all the tips; Dress for the occasion. If you’ve booked a table at a fancy restaurant (insert that Snooker joke about booking a table here) you’ll want to dress to impress and look smarter, which will mean smart shoes and jacket or blazer; However this will be complete overkill for going to the cinema, and you’ll look (and feel) out of place, and it will probably not go down too well. Over-dressing is just as bad as under-dressing, so make sure you get it right for whatever you’re doing. It’s 2016, and we’re long past the time where there were only two date options; The restaurant or the Cinema. If you’re doing something more fun like bowling, something casual such as going to see a band, or even staying in to cook a meal, you’ll want to dress appropriately for the event. Remember some places may have a dress code, so check that out before you arrive.


Once you know where you’re going or what you’re going to be doing, you should think about what you’re going to wear. How early you need to do this depends on how big or how good your wardrobe currently is. If you have lots of fashion which you already love along with key staple pieces then you’re already halfway there. If you don’t you may need to go out and buy an item or two. If you already have the right clothing you want to wear, make sure you take it out of your wardrobe and try it on. This will ensure you know if the pieces work together to create your look, the clothing is clean and sharp, not to mention making sure the fit is right.


Smart Dress Code

Perfect for fancy restaurants, posh events and functions – Suited and booted. Wear a smart formal shirt with a suit, along with smart shoes such as Oxford or Derby style. Don’t forget the tie.


The Cinema Date

Smart casual will suffice here, but you’ll probably want to stay on the smarter side if you plan on going to drinks or something else afterwards. Go for a smart shirt with a smart jacket, indigo or dark denim jeans, and the footwear can take care of itself in the form of either brogues or keep it smart with the more formal Derbies or Oxfords.


You’ll definitely get a strike if you follow this advice…She’ll be “bowled over” for sure. OK that’s enough of the stupid bowling puns. It’s not the most active of things to do, and you’re not trying out for the local bowling team, but you will need to move around so you’ll want something which is not restrictive like formalwear. A more casual shirt will suit this situation, team it with a pair of jeans or smarter chinos, along with some Converse and plain bomber jacket such as a Harrington or leather jacket.

Out For Drinks

Similar to the bowling, smart casual will usually do, although it does depend on where you’re going for the drinks. A more formal and posh place may have a dress code, shoes may be required and I always advice wearing shoes for a night out for drinks; It’s a rule I have lived by since I was 17 (err, I mean 18 right? 😉 ) and it’s something which I will always stick to. If you go for a smart blazer jacket, you can dress it down with a casual but smart plain T-shirt, or plain knit if you’re feeling chilly. Both will stop you looking and feeling too formal and stuffy.


Eating In / Cooking Her A Meal

This one is easy! First of all, no shoes or jacket will be required, unless you are attempting to save on your heating bill, and if that’s the case there’ll probably not be a second date. However just because you’re not leaving the house doesn’t mean that you can look like a slob. I would go for a shirt and jeans combination, which will show that you’re making the effort, but you’re not going over the top. If you’re not wearing shoes in your own home then don’t forget to wear a good, clean pair of socks!


Get The Grooming On Point

It would be a shame if you picked out the perfect clothing but neglected the grooming. Your fashion should be sorted out at this point, so make sure you are set in the grooming department. Make sure your hair is smart, whether this means getting a haircut a few days before, or just using product to get it right, make sure it’s done. All the other grooming essentials should be taken care of, whether that’s having a shave or trimming your beard, the more general washing and cleaning your teeth, to getting your scent right. Of course you can check my fragrance guide here, but you’ll probably already have a favourite or signature scent which is what you usually go for.

Don’t Forget The Small Details

Girls notice the small details. There’s that old story of how girls judge guys by their shoes, so do yourself a favour, and make sure you’ve cleaned yours before you meet the girl. There’s plenty of other small details which you need to remember to. Remember items such as cufflinks, pocket squares, ties, and a smart watch.


I hope these small tips get you on your way. Remember the key points of preparing, dressing for the occasion, getting the small details right and not forgetting the grooming, and above all, relax and let the night take care of itself 🙂 Remember to check out more of my men’s fashion tips here, covering everything from style and menswear for guys who are looking for a bit of style advice.

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Michael Adams

Written By: Michael

Founder and editor of Michael 84, A UK men's blog covering everything in fashion, style, tech, grooming, fragrances and lifestyle.

  1. Harrison C Said,

    It is everyone’s right to look stylish and the love day has already gone but its presence can still be felt. Thanks for this article to get dressed on valentine’s day.

    posted on Thursday 22nd February, 2018 at 16:59

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