How to Wear an Oversized Sweatshirt: Style Tips and Tricks

Welcome to our ultimate guide on how to wear an oversized sweatshirt! Whether you’re a fashionista looking to rock the latest trends or simply seeking cozy comfort, this article will provide you with all the tips and tricks you need to confidently style your oversized sweatshirt. From casual and chic to effortlessly cool, we’ve got you covered. So, grab your favorite oversized sweatshirt and let’s dive in!

Oversized sweatshirts have become a staple in many wardrobes, thanks to their versatility and comfort. However, styling them can sometimes be a bit tricky. That’s why we’re here to help you navigate through the fashion maze and unlock the secrets of rocking an oversized sweatshirt with confidence.

Pair it with High-Waisted Bottoms

High-waisted bottoms are the perfect match for oversized sweatshirts. They create a balanced silhouette and add a touch of sophistication to your casual outfit.

When pairing your oversized sweatshirt with high-waisted bottoms, opt for jeans, trousers, or skirts that sit at or above your natural waistline. This will create a flattering and proportionate look. Avoid low-rise bottoms as they can make your outfit appear unbalanced or boxy.


Choose a pair of high-waisted jeans that fit comfortably around your waist and hips. Skinny jeans, mom jeans, or wide-leg jeans all work well with oversized sweatshirts. Tuck the front of your sweatshirt into the waistband of your jeans for a more polished appearance.


For a more sophisticated and office-appropriate look, pair your oversized sweatshirt with high-waisted trousers. Opt for tailored or wide-leg trousers in fabrics like corduroy or wool for added texture and warmth during the colder months. Tuck your sweatshirt into the waistband or leave it untucked for a relaxed vibe.


Add a feminine touch to your oversized sweatshirt ensemble by pairing it with a high-waisted skirt. A-line skirts, pencil skirts, or midi skirts all work well with this combination. Play with different lengths and materials to create various looks, from edgy to elegant.

Layer it with a Jacket

Layering your oversized sweatshirt with a stylish jacket not only adds warmth but also elevates your overall look. Experiment with different jacket styles to create a trendy and fashionable ensemble.

When choosing a jacket to layer over your oversized sweatshirt, consider the occasion and the overall aesthetic you want to achieve. Here are a few jacket styles to consider:

Denim Jacket:

A classic denim jacket is an excellent choice for a casual and effortless look. Pair it with your oversized sweatshirt for a laid-back, street-style vibe. Opt for a cropped or oversized denim jacket, depending on the proportions you want to create. Add some accessories like a beanie or sneakers to complete the look.

Leather Jacket:

Add a touch of edge to your oversized sweatshirt outfit by layering it with a leather jacket. The contrast between the cozy sweatshirt and the sleek leather jacket creates an interesting juxtaposition. Choose a black or brown leather jacket for a timeless and versatile look.

Bomber Jacket:

For a sporty and trendy vibe, opt for a bomber jacket to layer over your oversized sweatshirt. Bomber jackets come in various materials and patterns, so you can play with different textures and colors to create a unique outfit. Pair this combination with jeans or leggings for a casual yet chic ensemble.

Opt for a Belted Look

Add a belt to cinch your oversized sweatshirt at the waist and create a more defined silhouette. This simple styling trick instantly transforms a baggy sweatshirt into a chic and stylish outfit.

When belting your oversized sweatshirt, choose a wide or statement belt that complements your outfit. Here are a few ways to achieve a belted look:

Statement Belt:

Make a bold fashion statement by opting for a wide statement belt. Choose a belt in a contrasting color or with eye-catching details to draw attention to your waist. This styling technique works well with oversized sweatshirts that have a loose fit.

Wrap-around Belt:

A wrap-around belt adds a touch of elegance to your oversized sweatshirt ensemble. Wrap the belt around your waist and tie it into a knot or a bow for a stylish look. This works particularly well with sweatshirts that have a slightly longer length or a more relaxed fit.

Thin Waist Belt:

If you prefer a subtler belted look, opt for a thin waist belt. Choose a belt in a neutral color that matches your oversized sweatshirt or go for a contrasting color to add a pop to your outfit. This style works best with sweatshirts that are slightly more fitted.

Experiment with Accessories

Accessories are the key to elevating any outfit, including oversized sweatshirts. From statement necklaces to trendy hats and scarves, let your creativity shine and add a personal touch to your look.

Here are some accessories that can enhance your oversized sweatshirt outfit:

Statement Necklace:

Add a touch of glamour to your look by pairing your oversized sweatshirt with a statement necklace. Opt for chunky chains, bold pendants, or beaded designs to draw attention to your neckline. This accessory works best with crew neck or slightly scooped neck sweatshirts.


Experiment with different hat styles to add a trendy and playful element to your oversized sweatshirt ensemble. From beanies to fedoras to wide-brim hats, there are plenty of options to choose from. Match the color of your hat with other elements of your outfit for a cohesive look.


Scarves not only keep you warm but also add a stylish touch to your oversized sweatshirt outfit. Choose a chunky knit scarf or a patterned silk scarf to complement your sweatshirt. Wrap it around your neck or let it hang loosely for a cozy and chic look.

Dress it Up with Heels

Who says sweatshirts are only for casual days? Pair your oversized sweatshirt with heels for a fashionable and unexpected twist. This combination effortlessly combines comfort and style.

When selecting heels to wear with your oversized sweatshirt, consider the occasion and the overall vibe you want to achieve. Here are a few options to try:

Ankle Boots:

For a chic and edgy look, pair your oversized sweatshirt with ankle boots. Opt for boots with a chunky heel or a pointed toe to add a touch of sophistication to your outfit. This combination works well for both daytime and nighttime events.

Strappy Heeled Sandals:

If you’re aiming for a more feminine and dressy look, opt for strappy heeled sandals. This combination works particularly well during the warmer months or for evening occasions. Choose sandals in neutral colors to ensure they complement your oversized sweatshirt.

Pointed-toe Pumps:

For a polished and classic look, pair your oversized sweatshirt with pointed-toe pumps. This combination is perfect for formal events or when you want to elevate your casual outfit. Opt for pumps in colors that complement your sweatshirt or go for a bold contrasting color to make a statement.

Go for a Monochromatic Look

Create a sleek and stylish outfit by opting for a monochromatic look. Pair your oversized sweatshirt with bottoms and accessories in the same color family for a sophisticated and fashion-forward ensemble.

When going for a monochromatic look, choose a color that suits your skin tone and personal style. Here are a few tips to achieve a monochromatic oversized sweatshirt outfit:

Choose Different Shades:

Instead of sticking to a single shade, experiment with different tones and shades of the same color. For example, pair a light gray oversized sweatshirt with charcoal gray jeans or leggings. This adds depth and visual interest to your outfit.

Play with Textures:

When wearing a monochromatic outfit, playing with textures is crucial to avoid a flat or boring look. Mix different textures such as cable-knit sweatshirts, leather bottoms, or suede accessories. This adds dimension and complexity to your ensemble.

Add a Pop of Color:

If you feel that an entirely monochromatic outfit is too monotonous, add a pop of color through accessories or a statement piece. For example, pair a black oversized sweatshirt with black jeans and add a vibrant red handbag or a colorful scarf. This creates a focal point and adds visual interest.

Knot it for a Trendy Look

For a trendy and playful look, try knotting your oversized sweatshirt at the waist. This styling technique adds shape and visual interest to your outfit, making it perfect for various occasions.

To achieve the knotted look, follow these steps:

Step 1: Choose the Right Size:

Make sure your oversized sweatshirt is not too long orh2>Step 1: Choose the Right Size:

Make sure your oversized sweatshirt is not too long or too short. Look for a sweatshirt that falls just below your hips or mid-thigh. This length is ideal for knotting as it allows you to create a defined waistline without overwhelming your frame.

Step 2: Gather the Fabric:

Take the bottom hem of your oversized sweatshirt and gather it towards the center. Hold the fabric together with one hand while leaving a small loop at the end.

Step 3: Create the Knot:

Take the loop you created and pass it through the center of the gathered fabric, pulling it tight to create a knot. Adjust the tightness of the knot to your desired look. You can make it looser for a relaxed, casual vibe or tighter for a more defined waistline.

Step 4: Style the Rest of Your Outfit:

Once your oversized sweatshirt is knotted, style the rest of your outfit accordingly. You can pair it with high-waisted jeans, leggings, or even a skirt. Complete the look with accessories such as sneakers, ankle boots, or statement jewelry to add your personal touch.

The knotted oversized sweatshirt look is perfect for casual outings, running errands, or even a day at the beach. It adds a touch of fun and flair to your outfit, making you look effortlessly stylish.

In conclusion, wearing an oversized sweatshirt doesn’t mean sacrificing style. With the right tips and tricks, you can effortlessly rock this cozy garment while looking fashionable and put-together. Whether you prefer a casual or dressed-up look, there are endless possibilities for styling an oversized sweatshirt. So, embrace comfort and fashion, and let your creativity shine through your outfits!

Remember, fashion is all about expressing yourself and feeling confident in what you wear. So, grab that oversized sweatshirt, follow our style guide, and make a fashion statement with your unique twist!

So, go ahead and experiment with different combinations, try out new styles, and have fun with your oversized sweatshirt. Remember, the key is to feel comfortable and confident in your outfit. Whether you’re rocking a casual look with high-waisted jeans or dressing it up with heels, the possibilities are endless. Embrace the coziness and versatility of oversized sweatshirts and let your personal style shine through!