53 Best Streetwear Outfits for Men & Women in 2021
You will probably be surprised to find out that streetwear, just like hip hop fashion or overalls, actually has a history behind it. Ever heard of Shawn Stussy? He’s credited as being the creator of the streetwear movement in Los Angeles, designing surfboards and t-shirts with his own logo.
Streetwear originated as a comfortable, casual style often worn by skaters and surfers, but it was later picked up by high-end luxury fashion labels and was propelled into the mainstream. It’s considered fashion for everyday people who want to express themselves, rather than wear what is considered super trendy at the time.
Streetwear Outfits For Men
1. Edgy Streetwear Outfits
Streetwear was born out of a desire to get away from the mass produced clothing seen on stores across America, and the edgy style is a product of that desire. Gone are the clothing pieces you might see all your friends wearing where everyone seems to resemble each other as if there is some kind of strict uniform policy. Edgy streetwear asks to be looked at as unique and having more personality than the average mall shopper.
Rather than your average denim jeans, try a pair that is tighter fitting, perhaps with some rips to really stand out from the crowd. In the time since streetwear has become more mainstream, many high end designers have taken on the task of recreating the look to be more fashionable and runway appropriate.
A short sleeve polo screams style and sophistication but paired with jeans it remains a streetwear uniform. Paired with designer sneakers, the whole outfit pulled together creates a symbiotic relationship between high fashion and casual, and comfy; exactly what streetwear has become today.
Though, true streetwear is more about comfortable clothing, loose styles, and simple colors; it’s your basic weekend look when you want to lounge on the couch but still look stylish. Pair loose fitting chinos with a cozy sweater but keep the outfit chic with a black pair of boots.
2. Hiphop Streetwear Outfit
Taking it back to hip hop, or one of the origins of the current streetwear movement, you can easily wear something inspired by the style but without being so ostentatious. While much of the hip hop look in the 80s and 90s was all about ‘bling,’ flashy accessories, and expensive tracksuits, you don’t have to go so far with streetwear.
To wear a hip hop inspired streetwear outfit, think tighter jeans in blue or black, but with a bigger, looser top. A simple white t-shirt is perfect for styling this look as it’s comfortable and not too showy, but can easily be paired with any personality. You can throw on a denim button down shirt over it, or even a black leather jacket.
Much of the current hip hop streetwear is about oversize pieces, like longer t-shirt and long zip up sweaters. If you really want to be inspired by the hip hop artists of the 90s and 2000s, you can’t lose with a camo jacket. Camo was hugely popular among hip hop artists like Tupac, but also became super popular with the youth based on how inexpensive and accessible it was.
Of course, if you’re a simple guy who likes to keep his outfit easy, a plain white shirt with jeans is an easy way to go, and can be hip hop inspired with some sports sneakers or flashy accessories.
3. Urban Streetwear Outfits
The urban guy who likes streetwear, but in a more sophisticated setting; think tailored shirts with heavy jackets like leather. Comfortable jeans, that are also matched with a chic pair of shoes. Streetwear doesn’t always have to be super casual, or loose fitting. The urban streetwear look has taken things up a notch with accessible style that has just a little something extra like a flashy accessory or expensive pair of shoes.
A white leather jacket is super chic, and can be dressed down with a loose fitting button down underneath, and ripped jeans. A white and beige pair of laced up boots show a super fashionable side of someone who is trying to be casual but wants to be noticed at the same time. An all black outfit can easily be taken down a notch with a pair of streetwear inspired Vans skater sneakers.
To keep a casual look fancy enough to be urban, try an outfit with every piece in a similar color family. A soft, beige winter jacket, simple white t-shirt, beige pants and white sneakers make a super easy going outfit, but the chic colors lend it an air of business casual.
If you’re wanting to go super formal but keep it urban and casual, pair sophisticated trousers and tops with multiple layers.
4. Vintage Streetstyle Outfits
Vintage streetstyle is like any other streetwear, but what takes it back decades is the pattern and textures you choose in your outfit. A pair of plaid trousers and a leather jacket are very 90s but super wide black sneakers bring back a casual vibe.
Of course, nothing says 90s like denim on denim, and fortunately that is the texture of the streetwear movement. Comfortable jeans, paired with a denim shirt scream the Midwest, but Converse sneakers bring the outfit right back to New York or L.A. A suede jacket thrown over contributes an extra layer to an otherwise overly simple outfit.
Of course, denim jeans paired with a denim jacket are also super 90s but you can make it look more chic with a pair of suede Chelsea boots. You can easily find denim jackets and other vintage pieces at a thrift store; buy just one item and accessorize your outfit around it. If you’ve got a super trendy denim, button down shirt, you can play around with the rest of the outfit a bit more, but the eye will be drawn to your chosen attention grabber from the thrift store.
Vintage doesn’t always have to mean super casual either; a pair of patterned trousers with a brown leather belt and matching loafers screams Italian Riviera but a simple white t-shirt keeps the outfit casual.
Streetwear Outfits For Women
1. Chic Streetwear Outfits
Despite the roots of streetwear being super casual and comfortable, the style has taken on many distinct sub-genres, with many young people wearing a more high-end version. Digital fashion editor for High Snobiety, Alec Leach, told Who What Wear, “No one’s going out on a Friday wearing a suit.It’s not a case of the culture getting so huge. It’s that it’s become the logical way of dressing.”
If you choose to wear a chic streetwear outfit, you’ll want to find a balance between high fashion and casual by wearing clean colors with tailored silhouettes, yet not going overboard on accessories or things that call attention. Avoid items that look tight or uncomfortable, streetwear is all about looking like you aren’t trying too hard.
You can wear a chic winter jacket but keep the rest of the outfit super comfy with a simple, oversize sweater. Streetwear is all about loose fabrics. If it’s not something you would hang out on your couch in, then it’s too fancy.
If you want to wear a fancier item, like high heels, make sure you pair them with other super casual items, like a loose fitting pair of jeans. If your whole outfit is super chic, like a pant suit, make sure you wear it one size bigger so it fits you loosely and pair it with other casual items like a t-shirt.
2. Edgy Streetwear Outfits
Edgy streetwear takes a super casual outfit, and accessorizes it with more attention grabbing pieces like leather fabrics and darker colors. If you stick with a completely casual streetwear look, like a simple white t-shirt and loose fitting jeans, throw on an edgy piece like a black leather jacket over. You can also add a pair of skater sneakers in noticeable colors to draw the eye.
For a more chic, edgy streetwear look, wear simple minimalist colors but with noticeable fabrics like a fur jacket, or a noticeable accessory like a super tiny purse. If you want to stick with a streetwear look that draws on the athleisure movement, throw on a comfy pair of sweatpants with bright sport sneakers. To give the outfit some edge, finish off the look with an oversize jacket in a chic pattern.
The streetwear look also had origins in the hip hop fashion movement, so you can give your outfit some edge by drawing inspiration from artists like LL Cool J. Try accessorizing with a bucket hat, or a fanny pack around your chest. When going for an edgy look, you’ll want it to look super comfy and casual, but resemble something a model would wear down the runway.
3. Hip Hop Streetwear Outfits
While hip hop fashion and the punk movement had a huge influence on streetwear, it really started out as a mostly urban look popularized by skaters and surfers. Despite high fashion labels jumping on the bandwagon, pushing the flashier streetwear look that was trendy in the 90s, it has and will always be a look for everyday people.
The urban streetwear look draws heavily on the personality and personal style of the person wearing it, but in a casual, easy way. If your look is a bit edgier, wear comfortable fabrics in darker colors, like black, and lots of leather. If you tend to go for a more hip hop style, try edgy pieces like black leather but accessorize with athleisure like sports sneakers and a puff jacket.
If you’re the super casual type, a loose fitting logo t-shirt with mom jeans and a pair of skater sneakers proves highly fashionable. An urban streetwear look doesn’t have to be so sporty or draw on hip hop style though. If you’re a super feminine girl, try a loose fitting pair of jeans with a lot of lighter colors, like a sea foam green sweater. Accessorize with sporty pieces like Nike socks and a designer bag like Louis Vuitton.
4. Urban Streetwear Outfits
5. Vintage Streetstyle Outfits
Vintage streetstyle is all about unique patterns, showing off your personality, and taking inspiration from the 80s or 90s while still remaining comfortable. While many brands make clothing that just appears vintage, it’s easy enough to find a concert t-shirt or a cool pair of plaid leggings at a thrift store.
Vintage streetstyle outfits are one of the easiest looks to pull off as there are so many options. An oversize trench coat is the perfect statement piece; think George Costanza on Seinfeld, but with trendier accessories. Pair this with a simple pair of straight leg jeans and a t-shirt. If you want to mix in a little sophistication, pair your outfit with a designer bag.
For a 90s streetstyle look, try the pattern of the decade; plaid leggings paired with Converse sneakers. Keep the outfit super casual and comfy though, with an oversize sweater. Vintage streetstyle doesn’t have to be fully casual; try a leopard print dress, or a tailored blazer to lend some sophistication to such an urban look.
While most vintage streetstyle seems to be inspired by the 90s, the 80s was the decade that started it all, so why not pay homage to that with an edgy look. Try a black leather coat with lots of metal accessories.
The Best 20 Leather Jackets for Men in 2021
With the winter months (hopefully) dwindling down, it’s time to start planning ahead to a time where we can wear thinner jackets and fewer layers. While it may be tempting to quickly shed your parka and grab for whatever piece of outerwear is nearby, don’t reach for last year’s wardrobe item just yet. Isn’t it time you try something new, like, say, a leather jacket?
Though it may seem all leather jackets are similar, there are actually many different designs and styles that work for different body types and tastes. In this article, we will take a look at the hottest leather jacket trends that have hit the market this season.
1. Ionic Black Leather Jacket
Ionic Black Leather Jacket from The Jacket Maker is an excellent choice for any guy looking for a slim and sleek jacket in a classic black finish.
It’s made with incredibly tough, yet soft, sheepskin leather, making it a great choice for guys that aren’t used to wearing leather jackets.
One of the best things about the Ionic is its streamlined look. While it offers four outside pockets, the zippers are subtle, so they don’t detract from the sleek look. This design gives it a more streamlined look than most leather jackets, without taking away from any of the authenticity.
2. Saint Laurent Leather Biker Jacket
There is a reason why leather jackets and bikers are usually associated with one another. Historically, many motorcycle riders have seen a leather jacket as a stylish way to protect themselves, not only from the elements but also from the possibility of a crash. While this may seem hard to believe – it’s not like leather comes with a large amount of padding, after all – leather has actually been shown to offer more protection than your average vinyl jacket or equivalent.
Maybe you’re not hopping on a motorcycle anytime soon, but you can still treat yourself to this biker-inspired Saint Laurent leather jacket. With a price tag surpassing $5,000, it’s certainly our premium pick on this list, but if you’re looking for the leather jacket of a lifetime, you have it right here. This pick is sure to come with the “for life” quality Saint Laurent is particularly known for.
3. Reiss Keith Leather Cafe Racer Jacket
Reiss is a British fashion retailer that’s been around since the 1970s. For the first 30 years of its brand history, it focused solely on men’s fashion before eventually expanding to carry items for women as well. However, the fact high-quality items for men are at the heart of this brand is very apparent through their simple wardrobe staples such as the Keith leather cafe racer jacket.
This Reiss jacket comes at a considerably lower price point than its counterparts, which makes it a pick that packs a lot of value. It’s made from super-soft leather and features a full lining. It’s the perfect choice for anybody who prefers a slim-fit jacket.
4. Dean Brown Leather Biker Jacket
Let’s be honest… A traditional racing-style biker jacket is about as cool as it gets. With the high band-style collar and heavy-duty zippers on the front of The Jacket Maker’s Dean Brown Leather Biker Jacket, you’re sure to get that badass look.
The Dean is made with 100% real cowhide leather, so it might be a little stiff at first, but it will break in and patina like none other. The Dean features three zippered pockets on the front as well as zippered cuffs, providing that authentic racing jacket-look without killing your bank account.
5. Ksubi Capital Leather Jacket
The Capital Leather Jacket from Ksubi comes in 100% authentic leather and is designed to have a biker fit. It’s heavy-duty with a protective interior quilted lining. It also features retro details such as antique zippers.
Kusbi is an Australian fashion label that’s existed since the 1990s. While the brand was originally focused on high-end denim, they’ve expanded their offerings over time to include other textiles such as leather. Items from Ksubi’s collections have been shown at such high-profile events as New York Fashion Week and London Fashion Week, and the company operates a flagship store in New York’s SOHO neighborhood.
6. Charcoal Navy Blue Suede Biker Jacket
Leather jackets don’t only come in black and brown. If you want something less traditional, check out this navy-blue suede jacket from The Jacket Maker.
The outer shell is made from real goatskin suede leather, and there’s a quilted polyester lining inside for added warmth. Suede has a softer feel and look than other leather types, and is ideal if you’re going for a more boho look.
This jacket boasts a total of four pockets—two inside and two outside.
7. Acne Studios Off-Centred Zipper Biker Jacket
Swedish fashion powerhouse Acne Studios is well-known for their basic wardrobe pieces, so it makes sense that they would have the classic leather jacket look on lock. We love the way this off-centered jacket packs a punch of personality with its multiple buckles and zippers, but we love even more the way that it does not compromise softness or comfort at the expense of appearance.
This jacket comes with a high-end price tag, but it has the high-end materials to match. It is made of 100% genuine lambskin and comes with an interior lining of 100% viscose. Its unique off-center zip takes its inspiration from street style.
8. Lavendard Brown Leather Biker Jacket
The Jacket Maker has something for everyone, including guys that are a bit intimidated by purchasing their first leather jacket. Not only is the Lavendard incredibly affordable, but it also has a really approachable look despite its biker moniker. With open hem cuffs and a tailored fit, it looks great with badass-inspired outfits as well as everyday wear.
The Lavendard is made of real cowhide, which means it will take on a great patina over time. But it might be a bit stiff when you first get it. The more you wear it, the faster it’ll form to your body, break-in, and soften up. The fact that it goes with so many outfits will help speed up that process.
9. Saturdays NYC Leather Harrington Jacket
If you’re unfamiliar with the brand Saturdays NYC, prepare to fall in love. As a laidback lifestyle brand, Saturdays NYC infuses its love for all things surfer culture in all of its fashion offerings. While primarily known for their loungewear, such as sweats and pullover sweaters, they also happen to make one of the best leather jackets on the market right now.
The leather Harrington jacket features a smooth design and has deep pockets for your convenience. It is made of 100% lambskin leather and features a lining made of polyester. Staying true to its brand’s carefree nature, this jacket features a more relaxed fit than many classic leather jackets.
10. Allaric Alley Mocha Leather Biker Jacket
The most distinctive thing about this biker jacket is the integrated waist belt, which helps create an edgy look. This mocha-colored jacket uses real cowhide leather on the outer shell, with a quilted viscose lining inside.
With two pockets inside and three outside, there’s no shortage of places to keep your wallet and keys.
11. Berluti Piped Venezia Leather Jacket
Unlike the other options we’ve included so far, Berluti is known less for being a fashion brand and more for being a leather maker. Since its inception in the late 19th century, the Paris-based manufacturer has been producing fine leather clothing items and accessories, from belts to bags to jackets.
Berluti’s piped Venezia leather jacket is the apex of luxury leather fashion. Made from a distinctive brown shade, this jacket line has been around since the 1980s – and it’s a style that certainly stands the test of time.
This jacket is made from 100% authentic patinated calfskin leather and features shoulder patches and a buttoned collar. For optimal breathability, the jacket even features ventilation eyelets.
12. Kingsman Burnished Leather Jacket
Kingsman is a line of high-quality clothing pieces that exists as a collaboration between Mr. Matthew Vaughn, director of the film The King’s Man, and international online fashion retailer MR PORTER. The line features items that are inspired by classic military style and timeless sensibilities.
The burnished leather jacket from the Kingsman line is unique for its length as well as its appearance. It draws direct inspiration from an aviator jacket worn on-screen in The King’s Man, a period piece that takes place in the 1940s. The jacket is made out of sturdy cow leather and buttons made of buffalo horns. It also features two linings – one made of cotton, and one made of viscose.
13. Francis B-3 Black & White Leather Bomber Jacket
There’s only one way to improve upon a traditional bomber: Add shearling fabric. If you’re going for a more flamboyant look, this black and white bomber jacket is sure to make an impact. It combines real leather on the outside with a faux fur lining.
The white faux fur lining accentuates the black leather, making this jacket stand out from the crowd. It will keep you warm as well!
The dual front pouch pockets are great for a phone and a pair of gloves, so if you’re wearing it on a motorcycle, you’ll have the storage you need.
14. AllSaints Milo Leather Biker Jacket
AllSaints is a British fashion brand from the United Kingdom. Since its founding in the 1990s, it has grown to an international presence that consists of more than 200 retail stores across Europe, North America, and Asia. The brand is mostly focused on fashion for women and men, though it also sells footwear and other accessories. It has primarily seen its popularity grow thanks to its popularity among a celebrity clientele.
AllSaints makes a number of leather jackets, but the Milo biker jacket is definitely one to write home about. This is a jacket that brings out the very best of two very different worlds – including a soft composition and sharp edges – since it is made of tender lamb leather and decorated to the nines with perfectly-placed zippers and buckles. It also has a distinctive slim fit.
15. Golden Bear Sherpa Jacket
San Francisco brand Golden Bear may have its roots in ship workers in the San Francisco Bay since the 1920s, but it’s evolved today to combine both utilitarianism and high-end style. Although not as recognized outside of its native northern California, to know the stylish jackets of Golden Bear is to love them.
The sherpa jacket, in particular, is exquisite. Like any Golden Bear clothing piece, it’s designed to be worn for life, and fortunately, it comes with a style that will be sure to stay in fashion for decades to come, with brown distressed leather and a notable shearling collar that can be detached.
16. Sven Mocha Suede Bomber Jacket
Here’s another suede leather jacket, this time in a subtle mocha finish. This jacket is made using real goatskin leather and has a total of six pockets (two inside and four outside).
This jacket looks best with a tight fit, which can be achieved perfectly using The Jacket Maker’s custom fitting service.
17. Tom Ford Zip-up Leather Jacket
Tom Ford is well-known for their high-end scents and formal clothing, but they have a strong foot in the casual jacket sphere as well. Not that this zip-up leather jacket is something you would wear to a casual house party. Its sleek edges and formal design make it more than suitable for a fancy professional event or night out on the town.
True to its brand’s roots, no attention to detail was spared in the creation of this particular wardrobe piece. Its straightforward design features 100% authentic leather and a cotton and polyamide lining. It is truly meant to last for life. Made in Italy, this jacket has shallow pockets in the front and a zipper down the center.
18. Schott Vintaged Fitted Cowhide Leather Motorcycle Jacket
Schott is an iconic name in leather jacket world, thanks in part to Marlon Brando, who wore a Schott jacket in The Wild Ones.
This jacket is pricey, but has a classic design and is built to last decades. It’s made from a lighter weight cowhide, which makes it breathable, so it’s perfect for wearing in warmer months.
As you’d expect from this brand, the Schott Vintaged jacket is made in the USA.
19. Bomia Ma-1 Black Leather Bomber Jacket
This classic black leather jacket has a timeless look that will never go out of fashion. It’s made from genuine leather on the outside with a polyester lining inside.
This motorcycle jacket has a rib knit collar and cuffs and a zipped pocket on the left sleeve.
The leather feels soft yet tough—you can tell this jacket is the real deal!
20. Roland Sands Ronin Leather Jacket
This sleek, minimalistic jacket is a real moto jacket trusted by serious bikers. It also looks incredibly cool, with a distressed, vintage feel and a truly American feel.
This jacket can be supplemented with RSD x Forcefield armor to give you extra protection while riding.
Leather Jacket FAQs
While there are many different unique leather jacket configurations out there, there are four classic syles you should be most aware of. In no particular order, they are the leather bomber jacket (also called aviator jacket), the leather racer jacket (sometimes called moto), the trenchcoat, and the fencer. While bomber jackets and racer jackets tend to be more relaxed, the trenchcoat and the fencer are more dramatic.
If you care for your leather jacket correctly you should have a wardrobe piece that’ll last you a lifetime. Most leather jackets cannot be washed at home and must only be handled professionally. The first step to taking proper care of your jacket is to adhere to this rule.
You should also keep your leather jacket dry as often as possible and keep it away from extreme heat or cold air. If you are not going to be wearing your leather jacket for a period of time, such as during a warm season, then you’ll want to be sure that you are hanging it up correctly – this means out of direct sunlight and in a properly-ventilated area.
Determining how much to pay for a leather jacket is a very personal matter. For an authentic leather jacket, you will probably be paying, at a baseline, $500. However, this price can easily skyrocket from here, depending on the jacket’s materials and manufacturing process.
Some leather jackets can cost as much as $10,000! There is no right or wrong number – it’s instead about the brands you like and the style that you envision for yourself.