Hey, you! Yes, you- the one scrolling for some fresh fashion inspo. If oversized streetwear isn’t already your wardrobe BFF, it’s about to be. 

Edgy, funky and oh-so-comfy. Just the right amount of “I woke up like this” vibes. Wish to look stylish without breaking a sweat? Premium brands like Underrated Club are providing some of the coolest streetwear fits for today’s fashionable crowd. From baggy tees to slouchy pants, oversized clothes are the ultimate cheat code. 

So, grab a snack, and sit back. Let’s break down the top 12 oversized streetwear pieces you need in your life. Trust us, your wardrobe will thank you!

Street-style fashion shot to fame in the past few years. But why did it become a trend? Where did it originate from? What is included in streetwear? And how to style streetwear clothes? 

Read on to discover the answers to all your questions!

History of Streetwear

Before knowing why street style became the go-to GenZ choice it’s key to know its history. Streetwear originated in the late 1970s and early 1980s in the USA. It was heavily influenced by surf and skate culture in California. Graphic tees, baggy pants, and casual, laid-back looks defined this style. 

In the 1990s, hip-hop culture embraced streetwear, with artists like Tupac promoting it further. Oversized silhouettes, bold logos, and sneakers became cultural staples. The movement grew globally, creating a diverse and rebellious aesthetic. 

By the 2000s, streetwear entered mainstream fashion. By then, luxury brands had begun collaborating with streetwear icons. Today, it’s a powerful fusion of high fashion and urban culture, making it a dominant force in Gen Z wardrobes.

Why is Streetwear so Popular?

Who wouldn't want the perfect blend of comfort, self-expression, and coolness? 

Streetwear fashion is not just about clothes. It’s a lifestyle promoting individuality, creativity, and rebellion against traditional fashion. Street style shuns gendered norms of dressing and promotes unisex clothing. It prioritises comfort, completely deviating from form-fitting fashion. It particularly appeals to the young crows as they try to carve their own unique identity. 

From oversized hoodies to statement sneakers, streetwear lets you showcase your vibe. All without trying too hard, of course. Plus, collabs between high-end luxury brands and streetwear icons made it widely popular. 

Over the years, it’s made its way from the streets to the runways. For Gen Z, it’s all about being effortlessly stylish while staying true to what feels authentic. And streetwear nails that balance perfectly.

Scroll on to discover 12 types of clothes that make streetwear what it is today!

Topwear

Your oversized tees and layers are the first thing anyone sees. They’re an expression of your authenticity and individuality. Let’s go over the various options you can choose from!

1. Oversized Plain T-shirts

An oversized plain t-shirt is like the best friend you never knew you needed. Simple, reliable, and always there to save the day. Dress it up, dress it down, or just lounge in it. Oversized tees are the ultimate “I look good without even trying” pieces. 

Believe it, your wardrobe needs this MVP!

2. Graphic Printed T-shirts

What expresses your personality better than an oversized graphic t-shirt? Say hello to funky graphics, bold typography, and vivid colours! 

Oversized printed t-shirts men are all the hype, as they reflect your unique choices. For women, a unique set of prints exists as well, along with the regular ones. Not to mention that they’re suuuuper comfy!

3. Baggy T-shirts

Let’s get one thing straight- oversized t-shirts and baggy t-shirts are not the same. They’re both loose though! 

Baggy tees give a roomier fit, especially around the arms and torso. They intentionally create a relaxed silhouette. 

So, if you wish to look fashionably slouchy, and maybe break into a cool rap- go with baggy!

Pro Tip: Baggy t-shirts by Underrated Club provide just the right amount of bagginess.

4. Oversized Shirts

An oversized shirt is like stealing your big brother’s wardrobe- but better!

It’s effortlessly cool and unapologetically comfy. Ladies, you can even wear it as a dress! With an oversized shirt, men can level up their cool by layering it up. Or throwing an unbuttoned over literally anything. And boom- you’ve got a look that slays. 

In short, an oversized shirt is your shortcut to looking chic with zero effort!

5. Loose Sweatshirts

A loose sweatshirt is basically a wearable hug!

Cosy and stylish, a loose sweatshirt is perfect for lazy days that still need a touch of cool. Pair a sweatshirt, half zip, perhaps, with comfy joggers. Or layer it over a collared shirt for that casual, breezy vibe. 

It’s comfort and street style, all rolled into one!

6. Loose Fit Polo

A loose fit polo shirt is the preppy rebel of your wardrobe. It’s polished and smart, but it’s here to chill. 

Rock a baggy polo with cargos for a laid-back vibe. Or maybe tuck it into jeans for a touch of retro cool. 

Who said comfy can’t look classy?

7. Oversized Hoodie

An oversized hoodie is a cosy cocoon of style! Perfect for lazy days, movie nights, or casual hangouts.

Oversized hoodie- man’s best friend when attempting to pull off a funky street style look! With an oversized hoodie, women can sink into a cloud of comfort. All while dropping some serious street style vibes, of course!

8. Oversized Denim Jacket

Timeless trend meets hip hop vibe! That’s an oversized denim jacket, for you.

Throw it over anything, and you’re instantly ready, street style. Pair it with dresses, joggers, or your favourite graphic tee. Get rewarded with an effortlessly edgy vibe. 

Bonus: it’s like wearing attitude on your shoulders!

Bottomwear

Simply wearing the perfect streetwear top isn't enough! Choosing the right pants is key for completing the street style outfit. Here are some iconic streetwear bottoms for you!

9. Cargo Pants

What if we told you your pants could carry the world and yet make you look jaw-droppingly awesome?

Wave hello to oversized cargo pants! In the world of oversized pants, cargos are probably the most versatile. Multiple pockets run down the outer sides of the legs. And thus, they are a boon for keeping your essentials safe!

Cargo jeans for men and women- a whole mood for GenZ hikers, adventurers, and travel enthusiasts!

10. Wide Leg Jeans

Do you wish to strut through life like it’s your personal runway? Try injecting some serious swag with wide leg jeans!

Wide leg jeans are the ultimate throwback-meets-trendy piece. Comfy and stylish, they create a superb silhouette. Want an effortlessly cool aesthetic? With wide leg jeans, women can pair crop tops. Guys, choose printed oversized tees, and chunky sneakers.

Achieve retro vibes with a modern twist!

11. Baggy Jeans 

Move aside everyone, the OG of laid-back street style is here!

Comfy, cool, and full of 90s nostalgia, baggy jeans are synonymous with hip hop culture. With baggy jeans, women can pair them with a fitted top for balance. With baggy jeans men’s style can go all-out oversized for peak Gen Z vibes. And this look is unisex as well! 

Either way, they scream effortless swag!

12. Jogger Pants

Joggers are the stars of athleisure! Would you agree?

Super comfy, endlessly stylish, and ready for anything. Pair jogger pants for men or women with oversized hoodies for chill vibes. Alternatively, you could also choose a fitted tee to keep it sleek. 

Perfect for lounging, running errands, or flexing on the 'Gram!

Styling Tips for Oversized Streetwear Clothes

So, you’ve listened to us and stocked your closet with the coolest streetwear items. What’s next? 

Styling them, of course!

You can’t create a great look by simply wearing oversized clothes. Put a bit of planning and thought into your outfit to truly slay! 

Here are some pointers about streetwear fashion to keep in mind!

Balance Proportions

Pair oversized tops with fitted bottoms like skinny jeans, or vice versa. This prevents you from looking shapeless. Balance is key to keeping the look stylish and structured!

Layer Strategically

Wondering how to add depth without overwhelming your frame? Layer oversized fits like hoodies or shirts over turtlenecks or crop tops. This gives a trendy, well-thought-out vibe. 

Accessorise Well

Chunky sneakers, bucket hats, crossbody bags, or layered chains. These take your oversized look to the next level! Do not overdo it, though, and give your look that perfect streetwear edge.

Play with Colours

Stick to monochrome or complementary colours to keep it clean and cohesive. Too many clashing patterns or hues can make your outfit look confusing and messy.

Define Your Waist

Oversized shirts or jackets might completely conceal your frame. To highlight it, add a belt or tuck one side into your pants. This creates structure and shape and keeps your outfit from looking too baggy.

Choose the Right Fit

Oversized doesn’t mean too big. Ensure the piece complements your frame without swallowing you whole. Go for a size up, not five sizes up!

Conclusion

And you’re now at the end of your ultimate guide to rocking oversized streetwear like a total pro! 

Make sure to remember a few key details. There are no rigid rules in the world of streetwear fashion. It’s your unique outfit, so do not hesitate to experiment. Adding your own flair and individuality will elevate your streetwear outfit. 

Baggy fits are cool, no doubt, but your accessories can make or break your look. So do not underestimate them and choose them wisely.

And finally, no matter what you wear, any outfit looks great only with confidence! Step out looking fine and oozing swag like an Underrated Club model! Go forth and slay those oversized looks. 

Your wardrobe, the ‘Gram, (and we, of course), are cheering you on!

FAQs

Streetwear Meaning- What Is It?

Streetwear is a casual fashion style rooted in skateboarding, hip-hop, and urban culture. It blends comfort with edgy aesthetics. It’s all about oversized fits, bold graphics, and self-expression.

What Is Oversized Clothing?

Oversized clothing refers to garments intentionally designed to be larger. They are looser than traditional fits, offering a relaxed, street style vibe. Think baggy t-shirts, jackets, and pants that prioritise comfort without compromising on style.

How To Wear Oversized Shirts For Guys?

Pair oversized shirts with slim-fit jeans or shorts. This balances proportions and avoids looking shapeless. Add sneakers and a chain for a clean, casual streetwear look.

What’s The Best Way To Wear Oversized T Shirt?

Tuck oversized t-shirts into high waisted jeans. Maybe layer them over long sleeves for a trendy look. Don’t forget accessories like bucket hats or crossbody bags to elevate the outfit.

How To Make Oversized Clothes Look Good?

Balance is key while styling oversized clothes. Pair oversized tops with fitted pants or to create structure. Add layers, bold accessories, or sneakers to make the outfit look intentionally stylish.

How To Wear Oversized Shirts Stylishly?

Style oversized shirts open over a tank top or tucked into cargo pants. It gives a laid-back vibe. Roll up the sleeves or add a belt to give your look a bit more shape and definition.