How to Pull Off the Oversized Aesthetic & Look Cute

How to Pull Off the Oversized Aesthetic & Look Cute

On 06/05/23 // Fashion

Are you looking for a stylish, comfortable way to stay on trend this winter? Look no further than oversized fashion. Oversized clothing is all the rage these days, but it can be intimidating to figure out how to rock the look without feeling self-conscious. Fortunately, there are lots of ways to pull off the oversized look with confidence—and even make it look cute!

Show Just a Tiny Bit Of Skin

Contrary to popular belief, this style hack works just as well on plus-size women and is a great way to break up proportions and add some visual interest to your look.

Whether it’s a hint of midriff peeking out from under an oversized sweater or a flash of ankle beneath wide-leg trousers, the key is to strike the right balance between covered up and exposed.

How to Pull Off the Oversized Aesthetic & Look Cute
How to Pull Off the Oversized Aesthetic & Look Cute

@hanninstyle wearing

Princess Polly, Classic cropped tee

How to Pull Off the Oversized Aesthetic & Look Cute
How to Pull Off the Oversized Aesthetic & Look Cute


This playful approach to dressing is a nod to the chic minimalism of the 90s and is perfect for adding a touch of cute to your everyday wardrobe. So, don’t be afraid to try out this trend and show a little skin!

Color-block The Smart Way

Try a monochromatic look with one bold contrast item added in the mix. This timeless cheat will never stop working!

It involves dressing head-to-toe in one color, and then adding a contrasting item that falls in the vertical direction. This has an elongating effect that’s visually just stunning.


Imagine pairing a baggy white jumpsuit with a long black duster-style coat or a mustard yellow sweater paired with relaxed-fit mustard pants and a long beige coat.



But just adding a contrasting vertical item such as a long shirt or even a tiny cross-body bag that falls just below your hips can also really tie the look together.

Etsy: TudoyWeavingDreams

Go for Bigger Silhouettes or Asymmetry

Rather than simply going bigger in size, focus on silhouettes and cuts that are designed with an oversized look in mind.

If you manage to find a baggy top with an asymmetric lower hem, that’s even better.

Etsy: TudoyWeavingDreams

Wearing loose on loose can be tricky. It’s true that too many loose and baggy pieces together can make you appear larger than you actually are. But if you work the asymmetry in, the outfit will work.

Both from

Create Contrasts and Work the Proportions

By creating contrasts and working with proportions, you can make any oversized outfit look much cuter.

That doesn’t have to mean pairing a voluminous dress or blouse with something slim such as skinny jeans or leggings.

You can play with proportions by keeping your clothes monochrome but add a hat and shoes in a different color. Having that pop of color placed this way makes the outfit more aesthetically pleasing.

@kuebs__ wearing

Bazhane boutique (also sells on Etsy)

Of course, you could also opt for an accessory such as a belt to cinch in your waistline and create a more balanced effect.

Etsy: TheKnottyOnes

Accessorize Strategically

Accessories are key when it comes to pulling off an oversized outfit in style. Statement jewelry is always a great way to add some personality to your ensemble without taking away from its overall shape and silhouette.

We all know that layering can be very effective when done right. Think about combining different textures such as chunky knit sweaters with light fabric scarves or jackets for added interest. And don’t forget about shoes; bold prints or statement pieces can help elevate any casual look while still keeping it comfortable and stylish!

Bazhane boutique (also sells on Etsy)

Making your oversized outfits look cute is really not that hard. With just a few simple tips and tricks, you can wear oversized fashion confidently while still staying on trend this winter season!

Think carefully about silhouettes, create contrasts between garments by working with proportions, and accessorize strategically—these things will make all the difference in how put together (and cute!) your outfit looks! So go ahead—embrace the oversized trend today!

Lucia W.

Written by Lucia W.: Lucia is a fashion & lifestyle copywriter that currently calls Berlin her home. Hire her at!

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