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Baggy jeans are back and they’re more stylish and versatile than ever. We all know skinny jeans have had their fair share of time at the top, giving way to more classic styles like straight-leg denim pieces (still a favorite) and even wide-leg jeans in the last few years. Now, baggy jeans offer a relaxed, effortless, and nonchalant feel to your wardrobe and look. Of course, as with any trend, the key to mastering baggy jeans is knowing just how to style them in a way that is modern and classic at the same time. If you’re feeling ready to embrace the baggy jeans trend but aren’t quite sure how to make this cool new style work for you, you’ve come to the right place! In this post, we’re going to break down the best ways on how to wear baggy jeans for a variety of different occasions while also staying true to your personal taste.
1. Style Them Casual Cool in the Perfect Weekend Look
jeans | tee | flats | bag | earrings
Let’s take a moment to appreciate why this trend has found its way back to our favorite stores and curated Pinterest boards. Spoiler alert: It’s not just about comfort (though that’s a huge plus!). Baggy jeans are the perfect blend of laid-back ease and effortless cool, offering a fresh canvas for all sorts of looks – from casual to chic and everything in between.
When it comes to your weekend looks, baggy jeans are the epitome of comfort without sacrificing style, and the trick is simple; it’s all about balance! Since baggy jeans have a looser fit, you’ll want to pair them with something that has a bit more structure on top to avoid looking too slouchy.
The go-to for a relaxed look is an oversized plain white tee tucked in just slightly at the front to give your outfit some shape without losing that laid-back feel. Add a pair of classic ballet flats or boots and you’re good to go!
Accessories like gold jewelry, sunglasses, and a nice handbag are the perfect final touches to elevate your outfit while still thinking about the essence of your jeans.
2. Elevate With a Sweater
jeans | tank | sweater | sneakers | bag
A classic cashmere sweater is another great weekend staple to pair with your jeans. Opt for a fitted style or do a front tuck to create a more defined waistline. Ankle boots or a pair of sneakers work well here, adding a bit of edge to your ensemble.
The contrast between the relaxed jeans and the more structured upper body pieces adds visual interest and keeps your outfit from looking too casual.
If you find yourself in hotter weather, wear a simple, clean tank and throw your sweater over your shoulders for a casual but still chic take on this look.
3. Create a Layered Look
jeans | tee | jacket | boots
For those transitional weather days, layer a jacket (lightweight jacket or thicker jacket, depending on your climate) over a basic fitted tee. This small detail adds tons of dimension to your outfit and keeps you prepared for any unpredictable weather shifts.
Add your favorite handbag for an extra touch, and don’t forget to consider adding a good pair of flats or heeled boots for a slightly elevated but still relaxed vibe.
Related: 12 Fashionable and Effortless Fall Transition Outfits
4. Keep it Simple With a Fitted Tee
top | jeans | boots | bag
“Keeping it simple” is a good way of defining one of my personal favorite ways of styling baggy jeans! With its minimal, elegant, and more fitted silhouette, this top pairs beautifully with the Madewell Low-Slung Baggy Jeans.
The mock-neck detail adds the right chic touch, while my boots and bags finish off the look with balance and flair. I’m wearing a 26 in this particular pair of jeans, and they do feel a little bit big. For a tighter fit around the waist, I could have sized down to a 25.
5. Elevating With Structured Blazers
blazer | jeans | heels | top | bag
Who says baggy jeans can’t be chic!? With the right pieces, you can transform this cool new piece from casual to polished – and all it takes is some styling magic. A structured blazer is a great way of elevating your baggy jeans, instantly adding polish to your look without losing the cool and modern feel of the pants.
When choosing the right blazer for this look, feel free to go for the silhouette that feels the best! While more fitted blazers can be great for some occasions, oversized blazers can also pair well with baggy jeans, making for a relaxed, chic, and cool look.
Neutral colors like black, beige, or navy are fool-proof choices for keeping the look timeless, while a bright color or pattern can make a fashion statement. Complete the look with a simple camisole or fitted top underneath and a pair of heels.
6. Refine Your Look With Tucked-In Tops
Tucking in your top is a simple yet effective way to instantly refine your look. A crisp white button-down or a silk blouse both look great when tucked into baggy jeans, making for a classic look that can be worn in hundreds of different ways.
Don’t be afraid to add your own personal touch, either! Choose between tucking your shirt in all the way or partially, depending on your preference and the occasion. If you’d like, add a belt for some definition, and opt for ankle boots or loafers to keep things polished but comfortable.
7. Elevate With Accessories
top | jeans | boots | bag
Never underestimate the power of a good accessory when you’re thinking about how to wear baggy jeans. A structured handbag, bold earrings, or a statement necklace can turn your baggy jeans outfit from casual to chic just like that.
Both silver and gold jewelry can add a touch of elegance without overpowering the relaxed look of these jeans. Make sure to opt for pieces that stand out but still complement the overall aesthetic of your outfit.
Can You Wear Baggy Jeans to the Office?
top | jeans | boots | bag | coat
Of course, it all depends on your specific dress code, but if you have a more casual environment, yes, you can wear baggy jeans to work while still keeping your look professional and put-together. The secret? Making baggy jeans office-appropriate is all about pairing them with polished, professional pieces.
Tailored Blazers: Start with a well-tailored blazer. We know oversized styles can be great for the every day, but a fitted blazer is the perfect pairing to make your baggy jeans office-ready. Stick with neutral tones like black, gray, or navy for a classic look, or try a plaid or houndstooth pattern for something a bit more interesting (but still professional!). This combination is a modern take on traditional office wear, bringing a touch of the denim trend into your work wardrobe.
Layer your blazer over a simple top, and finish off your look with shoes like flats, loafers, or even subtle heels for the perfect finishing touch.
Button-Down Shirts: A crisp button-down shirt tucked into baggy jeans is a foolproof way to look polished at the office. To avoid looking too boxy – and too casual -, opt for a slightly fitted shirt and consider adding a belt to cinch your waist. Pointed-toe flats or low-block heels complete this professional look without sacrificing comfort. If you’re feeling adventurous, consider trying a high-rise pair of baggy jeans to create a more elongated silhouette.
Minimalist Accessories: When it comes to accessories, keeping it simple and elegant is always a great choice. A sleek leather tote, understated jewelry, and a classic wristwatch are all you need to finish off this office-ready look. The goal here is to keep the overall outfit streamlined and professional, with the baggy jeans adding just the right amount of relaxed cool. This approach to styling your relaxed jeans can help you stand out in all the right ways, proving that baggy pants can be the perfect office-appropriate piece.
Dressing Up Baggy Jeans for a Night Out
top | jeans | boots | bag
Baggy jeans might not be the first thing that comes to mind when you think of an evening look, but with the right styling, they can definitely work for a night out.
Sleek Tops: The key to making baggy jeans work for the evening is to pair them with something sleek and sophisticated on top. Think satin camisoles, fitted bodysuits, or even a chic off-the-shoulder top. These pieces add a touch of elegance and contrast beautifully with the loose fit of the jeans, bringing balance and visual interest to your ensemble.
Heels, Heels, Heels: This is the time to break out your favorite pair of heels! We know flats are always great options, but here, heels are a really great way of elevating a look and giving it that extra edge.
Whether you prefer strappy sandals, stilettos, or even a pair of boots for the colder months, heels are ideal for elevating your baggy jeans for a night out. Not only do they add height, but they also create a flattering silhouette by balancing out the volume of the jeans.
Bold Accessories: Don’t be afraid to go bold with your accessories for an evening look. A statement clutch, oversized earrings, and layered necklaces can all add a touch of glam to your outfit. The key is to choose accessories that complement the rest of your ensemble without overpowering it; if you’re wearing a top with eye-catching details, for example, it might be a good idea to keep your accessories simple. On the other hand, if you’re wearing a simple top with your baggy jeans, a statement piece can be exactly what you need to bring your look together! Add a leather jacket or oversized blazer to give your look an edgy, modern twist while keeping warm.
top | jeans | boots | bag
Seasonal Styling: How to Wear Baggy Jeans Year-Round
One of the best things about baggy jeans is their versatility – they can be styled for any season. Here are some quickfire tips on how to make this piece work for you, year-round:
Spring & Summer: During the warmer months, pair your baggy jeans with lightweight tops like a simple white tank, tees, or breezy blouses. Sandals, espadrilles, and flats are all perfect for keeping the look casual and comfortable! Don’t forget your sunglasses and a straw hat for that perfect summer vibe. If you’re feeling a bit bohemian, try pairing your jeans with chunky sandals and a flowy top for a relaxed look that’s perfect for the hotter days of the year.
Fall & Winter: As the temperatures drop, baggy jeans are perfect for layering. Start with a fitted sweater or turtleneck, and layer on a long trench coat, wool coat, or oversized blazer. Ankle boots, loafers, and sneakers all work well with this style, adding both warmth and flair to your final look. For those extra chilly days, don’t hesitate to add an oversized scarf and a beanie to your ensemble. Especially if you’re going for other oversized pieces, it’s important to keep proportions in mind! Make sure that the pieces complement each other, rather than clashing or making for a clunky look.
To transform my go-to baggy jeans look into a transitional outfit, a trench coat is the perfect added touch!
top | jeans | boots | bag | coat
Timeless Accessories: The Finishing Touches
Since baggy jeans immediately give off that more relaxed, cool, casual look we’ve been discussing, we know accessories are a great way of dressing up this piece and bringing some polish to any look.
Belts: A well-chosen belt can make a huge difference in how your baggy jeans fit and look. Whether you opt for a classic leather belt or want to make a statement, it’s the perfect way to define your waist and add structure to your outfit. A statement belt, especially, can be a great way to break up the volume of baggy pants and create a more flattering silhouette.
Make sure to keep the fit of your baggy jeans in mind when choosing your belt! Low, mid, or high-rise fit denim can all have different requirements when it comes to belt sizes.
Bags: From crossbody bags to oversized totes, the right handbag can elevate your baggy jeans look. For a casual vibe, go for a slouchy oversized bag or tote. If you’re dressing up, a structured handbag or a clutch can add that nice, polished touch without much effort!
Don’t forget, your bag is a great way to inject a touch of personality into your outfit, whether you do it through the use of color, texture, or design.
Shoes: We’ve gone over the right shoes to pair with your baggy jeans for all different kinds of scenarios, so it’s clear that the right pair of shoes can transform your baggy jeans from casual to chic (and vice-versa). Sneakers, ballet flats, and loafers are perfect for day-to-day wear, while heels or ankle boots are great for dressing up. Remember, the key is to choose shoes that balance the overall silhouette of your outfit. For those who love a bit of height, chunky sneakers or platform sandals can also be great for taking your outfit to the next level without sacrificing comfort.
top | jeans | boots | bag
Mixing and Matching
Like all “new” trends, baggy jeans might be a nod to past fashion trends, but that doesn’t mean you can’t make them your own. Mixing and matching different styles is a great way to create outfits that feel fresh, modern, and like you. Let’s take a look at how you can take some of the fashion concepts behind the styles you know & love, and apply them to your baggy jeans!
Skinny vs. Baggy: One of the first things you might notice when switching from skinny jeans to baggy ones is the change in how they highlight different parts of your body. While skinny jeans hug your curves, baggy jeans offer a more relaxed fit that’s all about relaxed comfort. Their figure-hugging silhouette makes skinny jeans work well with more relaxed tops, bringing balance to the overall look.
Especially for those who are new to baggy jeans, all you have to do is apply the opposite technique you would to your skinny jeans: loose on the bottom, fitted on top! This easy-to-remember style tip can make integrating this new piece into your wardrobe that much easier and stress-free.
In other words, to create a balanced look, try pairing your baggy jeans with a fitted top. While this is definitely not the only way to style this piece, it’s a great option! This mix of silhouettes adds dimension to your outfit and keeps things interesting without much effort or room for ‘mistakes.’
Mom Jeans and Boyfriend Jeans: If you’re a fan of mom jeans or boyfriend jeans, you’ll find that baggy jeans are just as versatile – if not more! Both mom and boyfriend jeans tend to have a more relaxed and high-waisted fit, making them a great option for everyday wear. The difference with baggy jeans lies in their looser fit, more exaggerated silhouette, and mid to low-rise fit.
To make the most of this denim trend, feel free to try on your baggy jeans with the tops you would usually wear with your other relaxed styles! Just make sure to keep the right proportions in mind – instead of wearing a shorter top like you would with pants that feature a high-rise fit, opt for ones that have a corresponding length to your baggy jeans.
Oversized Clothing: We’ve talked about how baggy jeans naturally pair well with other oversized pieces, but there are still things to consider when it comes to styling – especially if larger silhouettes are new to you and your wardrobe.
If you’re going for an oversized combo, like baggy jeans with an oversized sweater or an oversized shirt, make sure to define your waist area with a front tuck or a statement belt. This helps prevent your outfit from looking too slouchy and keeps your silhouette from being lost in too much fabric. Small details can make a big difference in making outfits look seamless and intentional!
top | jeans | boots | bag
How to Wear Baggy Jeans: Making it Your Own!
Whether you’re running errands on the weekend, heading to the office, or dressing up for a night out, there are endless ways to make baggy jeans look effortlessly chic. They’re a surprisingly versatile wardrobe piece that can adapt to any personal style and tons of different occasions.
Whether you’re leaning into a relaxed, chic, casual look with an oversized sweater and ballet flats or going for an office-ready outfit with a blazer and button-down, this style can do it all!
If you still have doubts or questions about how to wear baggy jeans, there’s no need to worry; allow yourself to experiment with the pieces you love, mixing and matching until you find the right look for you. And if you decide they’re not the right style for you, that’s okay!
