How To Wear Oversized Outfits? 30 Outfit Ideas

While runway shows often feature bold, oversized fashion statements, we don’t always have the luxury of strutting down the catwalk in our everyday lives. However, the baggy clothing trend can still be a great source of inspiration for those who want to add some edge to their wardrobe without sacrificing practicality.

In this article, we’ll explore how to incorporate oversized style into your daily look, with tips and tricks that make it easy to pull off – no need to worry about hitting the pavement in stilettos!

Oversized Outfit Ideas

Oversized Outfit Ideas

When it comes to pulling off oversized clothing, the key is not just about embracing the baggy vibe – it’s also about striking a balance between structured and relaxed silhouettes. Our roundup of outfits will provide inspiration for how to achieve this harmony, but before we dive in, let’s cover some essential tips.

Firstly, remember that oversized doesn’t have to mean sloppy. A well-styled baggy sweater or coat can still look chic and polished.

To avoid looking like you’re wearing a tent, consider pairing loose tops with fitted bottoms, or vice versa.

Another trick is to incorporate some visual structure into your outfit. For example, if you’re wearing an oversized tee or sweater, try tucking the hem into your pants – it’s a simple way to add some definition and create a more streamlined appearance.

For those new to oversized clothing, starting with loungewear looks can be a great way to ease in.

Not only is baggy loungewear ridiculously comfortable, but it’s also an easy and low-key way to experiment with your personal style and figure out what works for you.

↓30. Oversized Bomber Jackets

↓30. Oversized Bomber Jackets
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The bomber jacket trend has been flying high in recent times, with its slightly oversized silhouette and luxe aesthetic making it a go-to choice for celebrities like Gigi Hadid and Ariana Grande. Often paired with knee-high shoes and pantyhose, the look is effortlessly chic and sophisticated. If you’re looking to try out this stylish combo yourself, consider opting for a sleek color like baby pink that features extra detailing such as embroidered prints.

For inspiration, check out our list of 13 Ways to Style a Bomber Jacket.

↓29. High-Fashion Oversized Tees

↓29. High-Fashion Oversized Tees
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Kylie Jenner’s high-fashion prowess is on full display as she effortlessly styles an oversized tee for a chic look. To replicate her vibe, try pairing the tee with bold, contrasting sunglasses in a complementary color to create a stylish contrast. For a relaxed, casual look, team the tee with denim shorts and tuck one side in for added visual interest. Finish the ensemble off with white tennis shoes for a clean, sporty touch.

↓28. Oversized Fur Coats for Fall

↓28. Oversized Fur Coats for Fall
Photo Credit: stylebistro

This season, take a cue from Kylie Jenner’s fashion playbook and try a bold, red furry coat. A staple item in many designers’ collections, you can find similar coats at Burberry or Gerard Darel, among other high-end brands. To truly elevate the look, pair your new furry friend with some fur slides or tennis shoes for an athleisure-inspired outfit that’s equal parts stylish and comfortable.

↓27. What to Wear with a Baggy Hoodie

↓27. What to Wear with a Baggy Hoodie

Elevate your weekend style by experimenting with oversized hoodies. This bold fashion statement not only makes a stylish impact but also offers versatility in terms of outfit combinations. Pair it with sheer tights for a chic and effortless look, or add some sass to a white mini skirt and edgy boot heels for a more daring ensemble.

↓26. Oversized Sweater

↓26. Oversized Sweater
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Layering an oversized sweater requires a bit of creativity, but don’t worry, it’s easier than you think! A popular method is to wear a neutral-colored one over a collared top with the collar pulled through the neckline, creating a visually appealing contrast. When it comes to bottoms, leggings or skinny jeans are ideal, as they provide structure and balance out the volume of the sweater. For footwear, combat boots or Doc Martens can add an edgy touch.

With these simple layering tips, you’ll be on your way to achieving a chic, oversized look.

↓25. Business Casual Style

↓25. Business Casual Style
Photo Credit: thefashiontag

When looking for a matching colored suit, consider incorporating baggy suit pants into your outfit. As long as the waist is cinched, this styling trick can easily add an oversized piece to your wardrobe. For a chic look, pair the suit with a crisp white button-down shirt and some sleek stiletto pumps. The key is to balance out the loose fit of the pants with a fitted top and some statement-making shoes.

↓24. Grungy Look for Teens

↓24. Grungy Look for Teens
Photo Credit: ezyro

To achieve a trendy teen style, pair an oversized jacket with a graphic tee. You can opt for cutoff shorts or keep things simple by wearing the shirt and jacket long with fishnet tights. Add some visual interest with chokers and over-the-knee black boots. This laid-back look is perfect for a concert or casual outing. For inspiration, check out our guide to shoes that go well with sweatpants.

↓23. Comfy, Cozy Loungewear

↓23. Comfy, Cozy Loungewear
Photo Credit: liketoknow

↓23. Comfy, Cozy Loungewear

While an exhaustive list of oversized clothing wouldn’t be comprehensive without acknowledging the importance of loungewear, this category is particularly notable for its versatility. A perfect pairing can be achieved by combining camouflage leggings with a long-sleeved pullover, adding a touch of elegance with simple jewelry.

The secret to pulling off oversized loungewear successfully lies in selecting high-quality fabrics that exude freshness and sophistication, rather than opting for stained or worn-out options. Additionally, maintaining a sense of your natural figure beneath the loose fit is crucial, as it prevents the overall look from feeling overwhelming.

↓22. Oversized Jacket & Mom Jeans

↓22. Oversized Jacket & Mom Jeans
Photo Credit: liketoknow

As the crisp autumn air sets in, there’s no better way to stay snug than by donning a plush oversized jacket. Pair it with a comfortable pair of mom jeans and a crisp white t-shirt for a look that exudes effortless cool, perfect for embracing the laid-back vibes of the season.

↓21. What Bottoms to Wear with Oversized Clothes

↓21. What Bottoms to Wear with Oversized Clothes

Pairing fishnets with oversized tops is a stylish trend that’s gained popularity among teenage and college-age girls. Consider combining them with chunky sweaters or baggy hoodies for a chic look that exudes laid-back coolness. When the weather warms up, you can also opt for a more casual combination featuring denim shorts and loose-fitting tees, creating a relaxed yet fashion-forward ensemble.

↓20. Formalwear

↓20. Formalwear
Photo Credit: brit

For a touch of elegance at formal events such as charity galas or award shows, consider pairing oversized blazers with understated embellishments or long, wide-leg trousers. Neutral color palettes work particularly well, with charcoal and soft pastels exuding refinement and sophistication.

↓19. Super Oversized Sweater Dress

↓19. Super Oversized Sweater Dress

Looking to shake things up on your next date night? Consider donning a statement-making oversized sweater dress that’s equal parts cozy and chic. For added sophistication, opt for a crisp white hue and complement it with a delicate choker or bold cuff. When it comes to footwear, you can’t go wrong with stilettos, booties, or even mules if you prefer to keep things low-key.

The oversized silhouette is sure to turn heads, making this a great choice for a night out that’s equal parts stylish and memorable.

↓18. Casual Weekend Look

↓18. Casual Weekend Look

Transforming a post-party look into a stylish ensemble is easier than expected. Simply swap your usual tops for a comfortable boyfriend style shirt, roll up the cuffs to add some laid-back charm, and tuck it neatly into a pair of well-fitted trousers. This effortless combination strikes the perfect balance between relaxed and refined, making it an excellent choice when you’re feeling slightly disheveled after a night out.

↓17. Bright Yellow Baggy Sweater

↓17. Bright Yellow Baggy Sweater

Looking for a quick fix or simply embracing the cozy-chic vibe? Consider donning a statement-making oversized sweater, effortlessly transforming it into a dress. To ensure a comfortable and stylish wear, consider pairing your oversized sweater with a pair of breathable cotton shorts underneath. This laid-back ensemble is perfect for a summer getaway, exuding effortless charm.

↓16. Coat

↓16. Coat
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Velvet coats have taken center stage in fashion trends, and it’s easy to see why. The oversized, soft designs exude luxury and comfort, making them a perfect addition to your winter wardrobe. Pair them with casual clothes for a stylish look that’s equal parts chic and cozy. When done right, the combination can be truly show-stopping. Here are 19 ways to incorporate trench coats into your winter fashion arsenal.

↓15. Sheer Top

↓15. Sheer Top
Photo Credit: motelrocks

Sizing up a sheer top can be a game-changer in terms of creating an elongated and lengthened silhouette, making it an excellent choice to wear over a crop top. The versatility of this style allows you to effortlessly transition from a casual outfit with denim shorts to a semi-formal ensemble when paired with luxe pants.

↓14. Jumpsuit & Tee

↓14. Jumpsuit & Tee
Photo Credit: liketoknow

Jumpsuits are incredibly versatile, making them perfect for a variety of occasions. Whether you’re looking to stay cool during the summer months, lounge around the house, or dress up for a casual outing with friends, jumpsuits have got you covered. Their flowy design and comfortable fit make them an ideal choice for a laid-back look that’s both stylish and practical.

For added flair, try layering one with an oversized tee knotted at the waist – it’s a simple yet eye-catching twist on a classic look.

↓13. Blanket Scarf

↓13. Blanket Scarf

Add a touch of coziness to your winter style with an oversized accessory that’s as functional as it is fashionable: the blanket scarf. By incorporating one into your wardrobe, you can effortlessly create a chic look. Try pairing yours in a trendy gray tone with a sleek top, paired with high-waisted skinny jeans and knee-high boots for a stylish and put-together ensemble.

↓12. Cardigan

↓12. Cardigan

Elevate your loungewear game by incorporating a plush animal print cardigan into your wardrobe. For inspiration, consider the following 13 stylish and trendy cardigan options specifically designed for women:

↓11. Grunge Weekend Look

↓11. Grunge Weekend Look
Photo Credit: liketoknow

The classic flannel shirt gets a fresh spin when layered over a crisp white tank or oversized tee, paired with comfortable joggers. To complete the laid-back look, add some on-trend footwear – think ankle boots or sneakers – and you’re ready to rock the grunge style with a touch of modern flair.

↓10. Casual Peplum Top with Jeans

↓10. Casual Peplum Top with Jeans
Photo Credit: accounts

For a more relaxed yet stylish approach, consider a peplum top that’s just a tad oversized. This hybrid option bridges the gap between loose-fitting tees and body-hugging tops, offering a perfect middle ground for casual ensembles. When pairing this piece with jeans, add some effortless charm by teaming it with slip-on shoes – we recommend mules or loafers for a laid-back look that exudes comfort without sacrificing style.

↓9 Sweater & Coat

↓9 Sweater & Coat

To achieve a stylish yet understated winter ensemble, Hijabi women can layer oversized cardigans or coats over a chunky, oversized sweater, paired with comfortable jeans. A crossbody bag and sleek black and white sneakers will complete the look, adding a touch of sophistication to the overall outfit.

↓8. Clubbing Outfit

↓8. Clubbing Outfit

For clubbing, a luxe oversized dress with sheer panelling and minimal embellishments is an excellent choice that exudes just as much sophistication as its fitted counterparts. Pair it with effortless bedhead waves and a subtle smokey eye to create a chic, laid-back look that’s perfect for a night out on the town. And don’t forget to check out our comprehensive guide: 30 Best Casual Outfits for Clubbing.

↓7. Boyfriend Shirt & Mom Jeans

↓7. Boyfriend Shirt & Mom Jeans
Photo Credit: liketoknow

The boyfriend shirt earns its place on this list as the ultimate oversized piece that never goes out of style. To achieve this laid-back look, leave the bottom half unbuttoned and tuck it into the front of a pair of trendy Mom jeans. Complete the outfit with a pair of crisp little white sneakers for a effortlessly chic ensemble.

↓6. Oversized Blazer for Chic Weekend Look

↓6. Oversized Blazer for Chic Weekend Look
Photo Credit: liketoknow

Elevate your style game by trying out an oversized blazer. This effortlessly chic piece is a must-have when paired with a crisp white tee or tank, cleverly tucked into high-waist pants for a striking contrast. The double buttons add an extra touch of sophistication, taking a basic outfit to new heights.

↓5. Novelty Sweater

↓5. Novelty Sweater
Photo Credit: accounts

For those seeking a statement piece that combines vintage flair with modern comfort, a novelty sweater is an excellent choice. Its oversized design makes it perfect for a laid-back, playful vibe. To elevate the look, try pairing the sweater with light wash jeans and bold, colorful hoop earrings. For added structure to balance out the loose fit, opt for a sweater with a fitted hem that creates a striking contrast.

↓4. Flowy Slit Dress

↓4. Flowy Slit Dress
Photo Credit: poshmark

For women who adore effortless elegance, pairing a flowy slit dress with striking accessories can elevate their style game. A long pendant necklace adds a touch of sophistication, while gladiator sandals bring a bold and adventurous vibe. Statement earrings take center stage, adding a pop of color and glamour to the overall look. This styling combination is perfect for those who want to make a statement without sacrificing comfort.

↓3. Modest Ankara Dress

↓3. Modest Ankara Dress

For those seeking a stylish yet modest option, the Ankara dress is an excellent example of oversized fashion. Its loose-fitting design makes it particularly flattering on curvy women who want to emphasize their curves while keeping their outfit tasteful. Pair this charming frock with peep-toe heels and tassel earrings for a look that exudes elegance.

↓2. Casual Street-Style Outfit

↓2. Casual Street-Style Outfit
Photo Credit: liketoknow

Create a street-style look that blends grunge and trendy elements by combining an oversized faux leather biker jacket with a Metallica tee, bleach wash jeans, and finishing touches like Doc Martens and a cozy beanie. The result is a laid-back ensemble that exudes effortless cool.

↓1. Cute Fall Look

↓1. Cute Fall Look
Photo Credit: liketoknow

To complete our stylish fall series, we present a versatile outfit that effortlessly transitions from cozy to chic. Combining an oversized beige sweater with a black mini skirt and thick tights creates a warm and inviting look. Add some visual interest by subtly pulling one shoulder down or tucking the front of the sweater into the skirt for added structure.

To complete the ensemble, pair it with little black booties and add a touch of glamour with hoop earrings and a designer mini bag.

This outfit is perfect for anyone looking to make a statement this fall season.

Don’t forget to share your own oversized sweater inspiration in the comments below!

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