aesthetic oversize style

The Oversized Aesthetic: How to Rock It (Men’s Edition)

Have you seen those guys on the street or scrolling through social media, rocking that oversized style? The ones with t-shirts that hang a little longer, hoodies that look super comfy, and wide-leg pants that give off a relaxed vibe? That’s the oversized trend, and it’s seriously taking over men’s fashion!

Now, you might think that these clothes are just going to make you look sloppy. But hear this—with a few simple styling tricks, ANY guy can pull off this look and seriously own it.

So, let’s dive into how to rock this style with confidence!

The Oversized Essentials

Let’s dive into the key pieces that make this relaxed look work. These essentials will help you nail the style while staying comfy and cool.


This is the building block of the oversized style. Look for those oversized t-shirts and sweatshirts with dropped shoulders. This means the seam where the sleeve attaches is lower than usual, adding to the baggy look. Longer lengths and boxy cuts (where the shirt looks like a big rectangle) are also good. They give you that relaxed vibe without trying too hard.


When it comes to outerwear like bomber jackets, overcoats, and denim jackets, going a size up can create that sought-after effect. But it’s not just about size; it’s about the fit, too. You want these pieces to look intentionally big, not like you borrowed them from someone taller. This layer can make or break your outfit, so choose wisely!

Pants Talk

For pants, think wide-leg denim, relaxed chinos, or tailored but loose trousers. The idea is to continue the oversized theme from top to bottom. But, just like with your tops, the goal is to look stylish, not sloppy. So, find pants that are wide but still have some shape to them.

How to Rock the Oversized Aesthetic

Now, with an oversized look, you want to look stylish, not like you got lost in a giant’s closet. Here’s how you can master the look with some smart styling.

Balancing Proportions

Mixing big pieces with tighter ones is key. This means consider wearing a big, baggy hoodie with slim-fit jeans. Or, if you’re going for an oversized tee, try pairing it with shorts that are closer to your body size. This mix helps keep your look balanced and ensures you don’t get swallowed up by fabric.

Footwear Considerations

Shoes can make or break your outfit. You don’t want tiny shoes that disappear under long pants. Instead, go for bulkier sneakers or boots that hold their own against the baggy clothes. They’ll help keep your look grounded and intentional.

So, what are the best types of shoes to complement oversized outfits? Sneakers, especially those with a bit of height or chunkiness, work great. Boots are another solid choice, especially in cooler weather. They add a rugged touch that balances out the softness of big clothes.


When it comes to accessories, you’ve got options. You can go minimal with simple pieces like a sleek watch. Alternatively, you can make a statement with a big hat or a chunky bag. Both add personality to your oversized look without making it too busy.

However, if you prefer a cleaner look, stick with minimalist accessories. A thin belt, a small pendant, or a classic watch can add just enough detail. But if you’re feeling bold, pick one or two statement pieces, like a wide-brim hat or an oversized bag, to give your outfit a focal point.

Fit is STILL Key

Even when you’re going for that cool, relaxed look, how your clothes fit is super important. You don’t want to look like you just threw on something you found lying around, which was way too big. So, how can you nail the style without it looking like a mistake?

First, understand that being oversized doesn’t mean being sloppy. There’s a fine line between looking effortlessly cool and looking like you didn’t put any effort into your outfit at all. The trick is choosing the pieces that are meant to look big but still have a bit of shape to them. This way, you won’t look like you’re drowning in your clothes.

Also, remember that not every trend is for everyone, and that’s totally okay. Everyone has different body types, and what works for one person might not work for another. It’s all about finding what makes you feel good and confident. If a certain piece doesn’t seem to flatter you, it’s not a must-have. There are plenty of other styles out there that will suit you better.

That’s a Wrap

Stepping into the oversized fashion game can really change your style in a cool way. Remember, fashion is all about expressing yourself and having fun with what you wear. So, don’t be afraid to try out different pieces and see how they fit into your own look. And who knows? You might just end up setting a new trend among your friends.

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