Men Style

How To Style Skinny Jeans For Men

How To Style Skinny Jeans – From Shabby To Rock N’ Roll

They’ve been a wardrobe staple for a long while now, and don’t seem to be shifting out of the trend game. But you can get into the same routine of wearing your favorite tee with them. Mix things up with this guide on how to style skinny jeans in 3 ways. 

When it comes to what to wear on the bottom half there’s a high chance that most will go for a pair of jeans. The choice of style, color, and fit of jeans is never-ending, but it’s likely that within any jeans collection there is at least one pair of faithful skinny jeans.

Since the noughties, it’s been impossible to go into any clothing store, men or women’s, and not see skinny jeans on sale. The fashion item has grown massively from the ’70s; when skinnies were only seen on the likes of rock’n’roll bands; those wanting a rebel image. The early 2000s saw indie groupies follow in their footsteps before skinny jeans gradually took over; and now an everyday item in any wardrobe, compared to being restricted for a certain style genre.

As with most pairs of trousers, it takes time to find the perfect fit for skinnies. With jeans in particular, once you’ve found that perfect pair you won’t want to wear anything else. But how can they be worn in different ways? Skinny jeans haven’t become a wardrobe essential for no reason; they can be styled for a casual daytime look, a dressed-up date night look, and even a sport-luxe look. This guide will break down the way a pair of skinny jeans can be worn showing how versatile they really are.

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RELATED: How Big Guys Can Wear Skinny Jeans

How To Style Skinny Jeans

Oversize on Top

With skinny jeans being the obvious – skinny and fitted – it’s a good idea to contrast the top half of your outfit with something less fitted. As a result, the fit and style of the jeans, which is really what makes a pair of skinnies; will receive the attention you want. Also, on the plus side, you won’t feel completely trapped in a tight outfit from head to toe!

An ideal choice of top to make this style work is a checked shirt which will add a bit of color to the outfit; especially if pairing with black skinny jeans. Wear the shirt open with a simple t-shirt underneath, the safest option being white; or a shade that complements the shirt’s color. With lighter denim jeans, contrast the shades with darker colors on top to similarly allow the jeans to stand out.

How To Style Skinny Jeans - Oversize on Top

Wearing an oversized top layer can work in any season. Colder weather is when you’ll want to layer up, so a jumper in autumn shades such as army green and burgundy; is a comfortable way to create a stylish, daytime outfit. A simple collared shirt underneath the jumper will smarten up the outfit or can stay tucked out; hanging over the top of skinny jeans, for a casual layered look.

When it’s time to ditch the sleeves, a simple, slightly oversized t-shirt design goes perfectly over a pair of skinnies. Choosing a designer t-shirt with a statement design or logo will add a sports-luxe feel to the outfit, and works perfectly teamed with a pair of trainers and a bomber jacket.

Oversize on Top

Make Jeans Smart

Jeans used to be seen as a dressed-down, very casual look. Nowadays, thanks to more fitted styles and dark shades; skinny jeans are seen and appreciated everywhere, from the office to restaurants. They’re the best option for when you don’t want to over-dress, but also don’t want to under-dress. So if you’re stuck on what to wear for date night, or a visit to a top bar, take note…

Skinny jeans are the best choice of jeans for smartening up an outfit, particularly in black or dark denim. Team with a button-up shirt for an overall smartened-up outfit, paired with leather lace-up shoes, such as brogues.

Make Jeans Smart

Black shoes will go best with the black skinnies, whilst brown shoes will complement dark blue jeans. Base the shirt choice on the color of your jeans. Stick to lighter shades with black jeans, such as a pale blue or grey; and a simplistic yet stylish white with dark blue jeans.

Skinny jeans even work well with blazers and ties for a standout look. A tweed blazer will smarten up any outfit. Just team with a white shirt, dark blue skinnies, and brown shoes, and you’ll have a winning evening style. If you don’t fancy a jacket and just want the shirt layer, a simple tie complementing the color of the jeans; is also a quick fix for smartening up an outfit without ditching your favorite jeans.

Make Jeans Smart

Roll-Up for the Daytime

The simple trick of rolling up a pair of skinny jeans at the ankle can create a completely versatile outfit. Take the pair you smarten up for an evening look, roll up and they can now be part of your daytime casual dressing outfit. Obviously, this works best in the summer, or that mid-season difficulty of what to wear when it’s not cold but not hot!

Lighter shades always work best in warmer months. A cool shade rolled up with a summary t-shirt or vest, is ideal for a laid-back look. That same pair of jeans you loved in winter can be given a quick cuff to pair with casual shoes; such as trainers or even flip flops in the real summer month.

It’s a simple trick to change up an outfit, but important to get right. The skinner the jean, the skinnier the cuff, so don’t overdo it. Ideally, fold up the hem twice, to be showing the right amount of ankle.

Roll-Up for the Daytime

How To Style Skinny Jeans

Since breaking out of their stereotype, it seems that skinny jeans are here to stay; which makes our outfit choosing a lot easier. Love them or hate them, it is clear why they are such an essential item to have in your wardrobe. Be it day or night, smart or casual, skinny jeans can be styled with almost anything; all year round, to create a timeless and comfortable look.

What To Wear If You Cannot Wear Skinny Jeans

Skinny jeans are one of those items that trickled down from their designer beginning and found themselves in every high street brand around. For some people, this availability is great, and with their slender form, they’re able to pull off the somewhat striking look of these controversial jeans. For others however it’s a style that’s more of a hindrance than anything else, and whether they’ve tried it out or never even touched a pair, they’re certain that it’s not for them. The good thing is that jeans come in a whole range of fits, so if the skinny fit isn’t for you, there’s a huge range of other styles you can pick.

There is a lot of different jeans you can try out, but there’s no need to focus just on jeans when you’re looking for legwear options. With the various styles available there are loads of ways to pull off an outfit without going anywhere near those pesky skinny jeans.

No matter what you choose to go for, make sure that it all fits correctly. Badly fitting legwear, whatever the kind, makes the skinny look skeletal, the beefy look obese, and everyone in between just looks badly dressed; when Wear Skinny Jeans!


Wear Skinny Jeans - Joggers

The most casual legwear around, joggers. Now, these things have been through the wringer and have had various changes made to them over the years. Loved by some, and hated by others, joggers are great for when you want to keep things casual, but still want something you can wear outside.

They now come in various shapes, from slim fit to more relaxed, and in a range of colors and patterns. Although these aren’t recommended for formal affairs, joggers can actually go with a variety of outfits and are perfectly paired with T-shirts and short-sleeved shirts.

RELATED: How to wear joggers without looking sloppy

Look 1

Wear Skinny Jeans - Joggers look 1

You can go for a simple mono-tone outfit with a pair of black joggers with a slim-fit white T-shirt and white plimsolls. Keeping the look sleek and put together but with a casual edge.

Look 2

Wear Skinny Jeans - Joggers look 2

Go for a lighter look with a patterned button-up shirt and a pair of grey joggers, matched with some black loafers to pull the outfit together and keep a relaxed and easy feel. The thick material and fitted design will keep the joggers looking less casual and give you a modern and put-together look.

Look 3

Wear Skinny Jeans - Joggers look 3

If you’re dressing patterned joggers keep the top half a block color and let your joggers be the main focus of the outfit. Trainers are always a good option to pair with joggers. But, like the top, remember to keep it neutral and un-patterned so as to avoid clashing.


Wear Skinny Jeans - Chinos

Comfortable, stylish, and with the ability to be dressed up and down – chino pants are a versatile item that’s usually made from twill or thick cotton and comes in a range of fits and colors. Chinos are a good choice if you want the comfort of jeans but with even more versatility. Because chinos can be worn on formal and casual occasions they can be paired with a range of items, and can effortlessly combine comfort and style.

RELATED: How To Wear Chino Pants For Every Occasion

Look 1

Wear Skinny Jeans - Chinos look 1

A pair of black chinos is good for a smart look, and you can easily pair them with a white button-up shirt, and finish with a pair of lace-up chukka boots. Keep the colors neutral if you want a formal vibe, and stick to slim-fit designs, both in the shirt and chino department.

Look 2

Wear Skinny Jeans - Chinos look 2

A preppy look is easily achieved with a light-colored pair of chinos, matched with a light blue shirt and some brown leather loafers. The relaxed fit of the chinos will keep the look understated, and the light colors will provide a clean, casual vibe.

Look 3

Wear Skinny Jeans - Chinos look 3

For something a little bolder, try a pair of chinos in an eye-catching color like red. You can match this with a complex patterned top, or keep it simple with a basic black T-shirt. Finish off with some lace-up boots for an alternative twist.


It can be difficult to work out the exact difference between chinos and trousers! and the short answer is that on the whole, trousers are more formal than chinos; and, with their more tailored design, are generally suited to smarter looks. Despite that, trousers have been re-designed and experimented with over the years, and there are many that have a unique mix of traditional and modern styles.

RELATED: The Best Trousers Styles For Your Body Type

Look 1

Wear Skinny Jeans - Trousers look 1

For a straight leg or slightly tapered trouser, keep things slim fit, and feel free to mix a little bit of casual wear with the more formal style. Try a preppy look with a fitted polo shirt and tone down the look with some white plimsolls.

Look 2

Wear Skinny Jeans - Trousers look 2

For a more traditional, formal look that’s good for the office, pick a pair of trousers that are higher waisted so you can easily tuck in a white oxford shirt into them, and then match that with some lace-up brogues. The look will be smart and fitted, complimenting any shape and giving a streamlined appearance.

Look 3

Wear Skinny Jeans - Trousers look 3

For something that’s a little different, pick some trousers in a noticeable design or color, and merge the formal and casual look together. If the trousers are noticeably tailored, pair it with a basic roll neck to keep the look understated, and finish with some lace-up boots.


Wear Skinny Jeans - Shorts

Shorts are one of those items that can cause the room to divide. Some people are perfectly happy wearing them. while others think that they should only be worn by those under ten. If you’re steering more towards the socially acceptable! then shorts are a good legwear option, especially when the weather gets a little warmer.

The standard rule is to make sure they reach your knee and don’t go any longer or shorter. Although they’re an item for casual wear! some shorts come in a tailored design and can be worn with smarter-looking shirts for a preppy vibe.

RELATED: The Best Shorts For Men And How To Wear In Style

Look 1

Wear Skinny Jeans - Shorts look 1

A casual classic that never goes out of fashion when the summer hits is a pair of light denim shorts. They can be matched with a white sleeveless shirt and brogues; a striped T-shirt and plimsolls, or any other combination that gives a warm, beachy vibe.

Look 2

Wear Skinny Jeans - Shorts look 2

You can aim for a smarter look when you have tailored, chino shorts, especially if they’re in a dark color. Pick a slimline button-up shirt to tuck into your shorts. Or leave hanging loose, and finish off with some lightweight loafers.

Look 3

Wear Skinny Jeans - Shorts look 3

Twill shorts give a clean, slim look and can be paired more casually than tailored shorts. But with the same finished look. Pair with a well-fitted T-shirt in a simple pattern, then finish with some lace-up plimsolls.

What to Wear if You Can’t Wear Skinny Jeans

If you cannot wear skinny jeans because of your leg size, body shape, or whatever reason, you can try:

  • Slim fit jeans – A fitted but more relaxed alternative to skinny jeans.
  • Tapered jeans – Fitted more towards the bottom. Roll them up for a seriously cool appearance.
  • Chinos – A cross-over between jeans and trousers, chinos are a sleeker alternative to skinny jeans.
  • Joggers – For lazy Sundays or simply dressing down, joggers are perfect for a comfortable outfit.
  • Trousers – For more formal occasions, trousers are a great alternative to jeans in general.
  • Shorts – Warmer out? Put down the jeans and throw on your favorite pair of shorts.

If you’re not the right build for skinny jeans, or you just hate the look; then there’s a load of options that can easily replace the need for them. A slim-fit pair of chinos or some relaxed joggers could be your new staple legwear. And with so many ways to wear them, you’ll never run out of clothing options.