20 Cool Valentine’s Day Outfits Ideas for Men

With Valentine’s Day approaching soon, everyone must be busy making plans for the special day, whether girls or boys. If you have not yet planned on the kind of outfit you want to wear to celebrate the occasion, get started now.

If you are not sure what to wear then stop wearing as we will be discussing today about some cool Valentine’s Day outfits for men. Also, check out some trendy suit combinations for men. We have compiled top styles that are comfortable and stylish to wear. We also have a great collection of stylish outfit ideas for Black men for this day. One thing you need to keep in mind is whether you are going to stay indoors or outdoors. Since its winter season then you must make sure that you should wear a thick material if you plan on going outdoors to celebrate. Then comes deciding about the color combination of your outfit20 Cool Valentine’s Day Outfits Ideas for Men's day dressing styles for men (1)

What to Wear on Valentine’s Day 

Styling Tips

  • Don’t go to your usual restaurants since this won’t be anything extraordinary and moreover, most restaurants are always overly crowded on this day. Instead, go somewhere where you can both enjoy some peaceful time together and truly bond, this could be done on a long drive or a picnic.
  • Below are the images of the cute Valentine’s day outfits for teenagers. Take your time and decide on your outfit. Try to look your best and impress your girl with confidence. Purchasing a gift is a must for your girlfriend. Therefore do a survey in the market or search online Valentine’s Day gifts for her to get unlimited ideas. You can decide the gift by knowing her choice or by guessing anything that she would like.
  • Coming towards the dressing, there is no need to go overboard, instead, keep things simple and casual for a fun and romantic day. This, of course, is the ideal dressing for the valentine’s day but there are no rules and if you’re still going somewhere special and fancy then you need to dress up formally.
  • One important thing that men often tend to ignore is their feet. Whether you’re dressing casually or formally, your socks and shoes need to be impressive. Many women tend to make their first impressions about a man through his shoes so make sure that you choose a nice pair of shoes that are truly worthy of being a part of your Valentine’s day.  Our top picks for this year’s Valentine’s Day are black crocodile loafers, boat shoes and brown strappy shoes. For more help on choosing the right shoes-outfit combination, check out these Top 10 Men Formal Shoes Styles And Ideas How to Wear them.
  • Don’t forget to wear your best cologne as nothing turns women on like a nice smelling man does!
  • Lastly, do compliment her, give her a nice and thoughtful gift and most importantly, share your feelings with her. Most girls complain about how men are not open about their feelings so make this day special for her by being not just a good listener but also a speaker.

20 Cool Valentine’s Day Outfits Ideas for Men


Here are 3 of our recommended outfits that allow you to wear red without looking like Christmas:

  • Just go for a red jacket. This can be a Parka, bomber or a simple denim jacket – all depending on the weather. You can easily layer red jackets over a black and white outfit for a casual yet valentine-y look.

20 Cool Valentine’s Day Outfits Ideas for Men

Red Puffer Jacket (Similar) 

  • If you are not experiencing Jacket weather or you’ve planned an indoor date, opt for a Red checkered or Plaid shirt.

20 Cool Valentine’s Day Outfits Ideas for Men

Regular Button Down Flannel $23.99

Black Slim-Fit Stretch Jeans $32.8

20 Cool Valentine’s Day Outfits Ideas for Men

Red Skinny Jeans for Men $32.95

Timberland waterproof boots $164

And if you feel like trying some other colors, you have to check out these looks:

↓ 20 – Dinner Date

Are you planning to impress your lady love? Planning to take her out for a fancy dinner date? Then dressing up properly and formally is a must. The perfect pair of boots, a formal coat, with a shirt and pants. You need to look like a gentleman. A lined suit jacket can help you pick out the color to pair it with. This blue-lined suit jacket has been styled with a matching pocket square.

However, you could add a matching bowtie as well. The tan-brown accessories like the formal shoes, the watch, and the belt look perfect with the formal look. Oh, and do not forget to carry the Roses for your significant other. Since brown shoes are trending once again, don’t miss out these 20 Outfit Ideas to Wear Black Pants with Brown Shoes for Men.

 20 Cool Valentine’s Day Outfits Ideas for Men's day dressing styles for men (9)

Stylish slim-fit pink shirt $25.99

3-piece grey suit $71.85

Woven Polka-Dot tie $11.99

Handmade brogue shoes $98.99

↓ 19 – What to Wear For A Casual Valentine’s Date

For this, the outfit should be very simple. You could wear a t-shirt or a simple shirt with denim jeans. This would give a very casual look. Choose a matching belt and a comfortable pair of shoes. Additionally, you could also go for a bomber or a leather jacket to go with a basic t-shirt depending on the climate where you live. Here are some more Winter Date Outfit Ideas for Guys That Your Girl Will Love.

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Casual green jacket (similar) $46.98

Relaxed fit jeans $20.99

↓ 18 – Movie Date

To look best for a movie date wear something that is very trendy and stylish. Wear a branded t-shirt such as Next, Lacoste, Giordano etc. Do not wear formal clothes for a movie date. Keep it very simple. You must decide the dress code once done with the planning. You have plenty of color options. Blue, yellow, red, light pink, grey, green are the preferred colors for young teen boys. So chose a color that suits you the most and enjoy your Valentine’s Day with your loved one.

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Lightweight woolen cardigan $32.60

Double breasted black coat (same as shown) $55.98

↓ 17 – Formal Outfit


20 Cool Valentine’s Day Outfits Ideas for Men's day dressing styles for men (2)

Casual grey blazer jacket $57.99

Super comfortable black jeans $41.87

↓ 16 – Wear Royal Blue for a Sharp Look

Blue is a great color for night time and any man can carry it off like a star. Wearing a blue shirt with a blazer can instantly give you a sharp look. These pearl cufflinks could totally be the showstopper here. Statement cufflinks add the right kind of style element to formal outfits. The white and gold ones would surely complement the blue look. We also highly recommend that you check out these 16 Amazing Men’s Suits Combinations To Get A Sharp look.
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Navy blue dress shirt $18.35

Dark navy pants $17.49

Casual black blazer $34.99

↓ 15 – White Swag Outfit

But if you’re not in the mood of wearing something dark, or if you feel that light colors look better on you then we suggest that you go for an all-white look with a touch of brown and gold. This elegant and yet simple outfit is definitely going to make you stand out.
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↓ 14 – Dress to Impress

If you are planning an intimate affair for your partner and wish to keep it semi-formal go for a comfortable attire that makes you look dressed appropriately to the occasion while also looking stylish. A suit jacket is a must, however, underneath it, you could wear a round-neck shirt or a V-neck t-shirt, styled perfectly with sneakers, formal shoes or loafers.

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↓ 13 – Wear Contrasting Colours for Defined Elegance

There is a stark difference between dressing up during the daytime and nighttime. Light colours like white, light blue and grey look best when worn during sunlight. Here is a great contrasting combination of white with a grey-blue jacket. Wear it over a well-fitted pant, with tan accessories to impress your partner.
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↓ 12 – Perfectly Tailored Look

Men’s formal wear consisting of a suit and the perfect kind of shoes look best for dinner dates especially when the occasion is like that of Valentine’s. Make your date extra special for your significant other by dressing up formally, looking super dapper and handsome. However, one thing to keep in mind when wearing a formal shirt or suit is to go for a tailored fit. A sagging suit with an ill-fitting is a turn-off and would not impress your date.
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Solid red crew socks $8.74

Regular fit white dress shirt $17.95

Brogue derby $73

Black double breasted pea coat $399.95

↓ 11 – Day Time Colors to Try

Whether it is a special lunch planned or a picnic by the lake, make your Valentine’s extra special by dressing up elegantly for the occasion. With February being a tad bit cold, going with the suit jacket is a must unless you are planning to go for a sweater or jacket. While you are at it, take a look at these color suggestions for a daytime look. Pastels and lighter shades are anyway the colors of the season but go the extra mile by picking out shades of pink for Valentine’s for an uber cool look. This coral pink jacket has been worn over a white round-neck shirt and a light pink pant. The semi-casual look has just the right colors for you to shine under the sunlight. The bowtie will help make it look like you have made the effort to look nice, sure to impress your significant other.

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Coral sports coat $67.99

Pink straight leg pants $29.23

↓ 10 – Dinner at Home

Taking Netflix and chill too seriously this Valentine’s? Well, we do not blame you. It tends to get difficult to find a reservation at the town’s famous eatery, the traffic ends up being a buzzkill and it ruins the point of it all. Putting on your favorite movie, ordering in and getting cozy at home does not sound too bad. We would love to skip a fancy date for a fun day at home instead. However, a date night at home does not necessarily mean you get to dress up in your PJs.

Make the extra effort to please your partner by going for a casual yet attractive look. This plaid shirt over a blue pant looks like a great pick for a comfortable day in. You can pair the look with tan accessories and a blue strap watch like the one shown below. Cook up a special meal for the two of you impress her not just with your dress but also your skills.

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↓ 9 – Sticking with the Basics

Got a reservation for a fancy Italian restaurant in town? Dressing up for the occasion would kind of be necessary here. However, do not go overboard with the dressing up. Going tie-less with a suit can look stylish and appropriate. If you feel like you are too underdressed, a pocket square could do some of the fixings.

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↓ 8 – After Work Date

Got a meeting to attend right before your big date and still want to make it in time? How about end up in work wear, not only making a great formal fashion appearance but also impressing your partner. Before heading to work, spend extra time looking your best to ensure a great time at your dinner date. A great recommendation would be to choose a printed three-piece, like a plaid pattern suit. Wearing a vest underneath would only help make you look dapper. Make sure to add in a red tie or pocket square before the date to keep up with Valentine’s theme.

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3-piece slim fit suit in grey $71.85

↓ 7 – Keep it Sporty

Headed to a coffee or a movie date with your better half? Dressing up too formally would just make you look too serious and maybe boring. To add a bit of fun and style, going for a t-shirt and blazer seems like a better option here. Here is how to put together a striped Tee with a grey blazer for an effortless look. If you are a teen, you would know the importance of dress to impress. Make sure to keep a check of your hair and accessories to keep the sparks flying.
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Striped v-neck shirt $8.56

Standard fit woolen blazer $87.7

↓ 6 – Tie Up

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↓ 5 – Don’t Ignore Your Hair and Beard

Do get a nice hair cut well in advance of Valentine’s day and if you’re going for a bearded look then make sure that it’s well groomed. Or if you want a cooler look then try a light stubble like the one shown here. For more ideas, check out these 15 Epic Facial Hairs for Men this Year
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↓ 4 – Make a Difference with the Right Accessories

A simple watch and a tie pin are the kind of accessories to add to a formal outfit for Valentine’s.

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Slim fit blue suit $71.85

Polka dot tie with cufflinks $17.99

↓ 3 – The Gentleman Look

Want to ditch the suit jacket and go for something simple? How about a formal shirt and pant with a tie? Girls absolutely love the folded sleeve look and we would definitely recommend raising the heat in such a look. The blue shirt has been paired with a light blue tie which will help make you look dressed for the occasion. The tan shoes and belt are the kind of accessories you can pair with both formal and casual outfits.
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Long sleeved casual blue shirt $9.62

Straight-fit jogger pants $18.50

↓ 2 – Celebrity Style 

It’s always a great idea to wear something that complements your partner’s outfit. Have a look at the cutest couple, Zayn Malik and Gigi Hadid slaying date night in black outfits. 

20 Cool Valentine’s Day Outfits Ideas for Men

↓ 1 – Plus Size Guys

If you’re on the heavier side then here are our top picks for you. For a formal look, go for a well-tailored suit. The colors to go for are Greys and Browns:

20 Cool Valentine’s Day Outfits Ideas for Men


And here is a nicely layered casual look. Play with bold prints for a stylish look, and add a red beanie since Valentine’s is all about red.20 Cool Valentine’s Day Outfits Ideas for Men

Camo straight fit jogger pants $18.50

Denim shirt jacket $35.90

Nike men’s high top trainers $110


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