How To Dress Sharp This Winter - Winter Outfit Ideas For Men

Winter tends to be a really tricky season for styling. What should you go for? Comfort or style? Most fashion magazines will say that you can combine the two, but it can be a bit of a problem.

The season necessitates layering, the snug fit of clothes which will not look too heavy, helping you move around while keeping you warm. 

But there are so many chunky elements in winter outfits – heavy-knit sweaters, woolen jumpers, chunky jackets. How can you style them without weighing yourself down?

The key to getting winter outfits right is in understanding the comparative fits of the layers that you are wearing. You want to go for colors and fits that complement each other.

If you want to figure out the tricks of winter styling, look no further. Here’s a curation of phenomenal winter outfit ideas where we have broken down the fundamentals of layering and how you can combine elements to make your winter looks comfortable and fashionable at the same time.

• Outfit Style - Winter outfits for men 
• Look You Must Try - Black Jeans + Black Hoodie + White T-shirt + Black Leather Jacket + White Sneakers
• Season - Winter / Fall
• Occasion - Daily streetwear, going out with friends 
• Featured - Magic_Fox
• Budget - Medium to High. Jackets can be expensive. 
• Age Group - 18 to 40 years 
• Recommended Read - More looks from Magic_Fox
• Recommended Guide - Essential Street Wear Wardrobe For Men

5 Sharp Winter Outfits For Guys

Outfit 1

This first one is perfect for a lighter winter. It is a balanced, classic look with a minimalistic charm to it. The white tee and the white sneakers maintain the color palette of the look. Of course, you can throw in many different forms of layers with a look like this one – but because we are trying to style an outfit for a lighter winter, we will stick to one classic, staple.

The denim jacket here is in a beautiful blue-grey shade, which approaches the darker palette of winters, balancing out the lighter shade of the rest of the outfit. This jacket does not have the cut of a denim jacket though. It is a blouson denim jacket. You can complete the look with some fitted denim trousers.

Outfit 2

We cannot talk about winter jackets without mentioning the biker jacket. Nothing has such an effortless edge to it as the biker jacket. This is in a classic black color, making this outfit an almost-all-black look, save for the little peep of white from the tee and the sneakers.

This helps break the monotony. There is a third layer to the outfit here, the black hoodie, that makes the look perfect for a more intense winter. Of course, most people steer clear of accessorizing with so many layers, but you can add a touch of experimentation with a belt chain. But, since the biker jacket will already have a number of chains, make sure the belt chain is sleeker.

Outfit 3

This is the most underrated member of the jacket family – the varsity jacket. Because they are associated with a slightly younger age group, most men steer clear of this jacket themselves. However, the varsity jacket has one of the most charming silhouettes, because it can be really warm without interfering with the overall fit of the look.

With varsity jackets, you get a wide range of fabrics, so if you want something with a similar shade of red, do not go for glossier fabrics. You can style it with a grey hoodie underneath, some pale blue ripped denims and a pair of white sneakers.

Outfit 4

If you are looking to style an outfit for a really intense winter, go for a puffer jacket. Because of their puffed nature, puffer jackets are irreplaceable when it comes to keeping you warm. The trick with puffer jackets is to keep every other element of the outfit really well fitted, so that the silhouette remains neat.

Again, puffer jackets come in a wide range of colors. So, if you are feeling a little unsure about it, go for an all-black combination. You can style this with fitted black trousers, white sneakers and a belt chain – if you want an element of edge.

Outfit 5

No list about winter outfits can be complete without mentioning the most flexible element of winter wardrobes – woolen scarves. These are really flexible when it comes to the different ways you can wrap them.

The best part though is that if you feel like your outfit has too many colors, you can just throw in a solid-colored scarf to make it look balanced. Style this with with a grey tee, black jacket, a checkered red-and-grey shirt and black trousers.

Outfit 6

The best thing about street-style looks is that you can go for some unconventional choices. You can have, for instance, a checkered muffler scarf styled with a biker jacket. Most people would not think of these two together, since biker jackets have a considerable number of chains on the front and that is one of its main attractions – so why would you hide that, right?

Well, the muffler scarf can actually accentuate that. You just have to choose a lighter scarf, one that isn’t too stiff in the way it falls on you. Pair it with a simple white tee and some black trousers.

Outfit 7

Here’s another laidback but classy combination. You can start with a simple white shirt and some beige trousers. You can also roll up the trousers a little to make the look even more sporty. The sneakers work really well with this look, and the rolled-up trousers draws more attention to it.

To complete this look, go for a grey muffler scarf and a mid-length black jacket. Make sure the jacket isn’t too long, and that the length of the scarf isn’t too short. This look is a bit of a throwback to the 90s, when looser silhouettes were in fashion, so go for a more relaxed fit with this.

Outfit 8

With this next look, we are going for lots and lots of layers. You want all of those layers to sit on each other without ruining the overall silhouette, so pay attention to the fits of the individual elements when you are picking them. For the base layer, you have a white shirt and some fitted black trousers.

You can add a grey mélange sweater to it. And then layer that with a mid-length beige overcoat, and a grey woolen scarf to complement the sweater. Finish the look with a grey beanie and white sneakers.

Outfit 9

 This one is pretty easy to style, especially because each of these elements in this look is a classic, which means they will be available very easily. The base is very simple, classic white tee and black trousers. There are many different ways of styling this. Pretty much every kind of overcoat goes well with this look, as do a variety of scarves.

However, you can go for a classic combination like this. You can go for a double-breasted tweed overcoat, and a woolen scarf with a large checkered pattern. The block pattern of the scarf and the texture of the tweed jacket complement each other really well. With a look like this one, you want to keep the accessories to a minimal, and add a pair of white sneakers to finish the look.

Outfit 10

This is a really elegant look, one that adds a pop of color to the otherwise neutral palette. The grey turtle-neck sweater will accommodate some layers underneath, so rest assured about the warmth of the outfit. It will be very comfortable. The dark grey denims maintain the moody vibe of the look.

The brown boots add a hint of contrast to it, but the main contrast comes from the red puffer jacket which adds a dash of brightness to the look. It looks great even as an accessory thrown over your shoulders. If you are going to include the red jacket in your look, you can leave it a little open to make the grey sweater visible.

Outfit 11

The best thing about a look like this one is the base of the look. The turtleneck woolen pullover is one of the best pieces to have in your wardrobe. They are fashionable and they are very warm, making them perfect for winters. The one in this outfit, has some broad horizontal stripes for the pattern with a bright block of rust red on the top.

These pullovers are usually quite voluminous in themselves, so if you are going to add a sleeveless puffer jacket to it on top of this like the one here, make sure you check the fit. Add a pair of simple faded denims to complete the look. This will also contrast with the darker colors of the look.

Outfit 12

This is a really great example of how to take a pretty simple and basic summer look and add a layer of charm to it. The base of this look is actually really great for a base across the seasons. The white tee is comfortable in its fit, and the faded grey denims are also a classic that you can add to your wardrobe.

The star of this look, of course, is the bright red puffer jacket. Puffer jackets usually already have a pattern because of their structure, but this adds one more layer with blocks of black with gels nicely with the rest of the colors.

Outfit 13

This is one of the most fashion-forward looks on this list. Yes, it can be a little tricky to style because the entirety of its impact depends on one particular element. The base, with a white shirt and ribbed blue denims, is a classic, of course. The main element here is the long overcoat – the one here has a faded Madras checks pattern on it.

This is one of the most classic checks, and because of the colors and its long flowy nature, it can look really impactful. If you are going for a long coat, especially ones that go beneath the knees, make sure they are too stiff. Finish the look with a pair of white sneakers.

Outfit 14

Here’s another example of a checkered look, and this is more reason why one should really experiment with some checks. The base of this look, a grey rib knit pullover and some dark trousers, is pretty straightforward. The star of the look is the overshirt.

This is not so heavy on the fabric as the other overcoats in this list. The checks on it, Glen checks as they are called, are a classic. And they have been a mainstay of overshirts through several decades now. The lines of red in the overshirt add a lot of charm to the look.

Outfit 15

For the final look of this list, we have yet another outfit with a phenomenal pattern. If you aren’t too big on checkered patterns, you can go for a slightly different pattern as well. The base of look is a staple – a white shirt and pair of ripped denims, with some brown boots.

The brown jacket has a faded, vintage pattern on it, with the white stripes on the sleeves and the dramatic collar on it adding edge to the look. Keep the look neat with minimalistic accessories.