How Tall Men Can Style Oversized Hoodies the Right Way

Tall men often face a unique style challenge: finding clothes that not only fit their height but also complement their frame. When it comes to oversized hoodies, the struggle can be even trickier. Get it right, and you’ll look effortlessly stylish and confident. Get it wrong, and you risk looking like you borrowed someone else’s clothes.

At Tall Togs , we understand how proportion and comfort go hand in hand for tall men. This guide breaks down how to wear oversized hoodies the right way  with balance, style, and confidence. Whether you’re dressing for casual days, streetwear looks, or layering for colder weather, this is everything you need to know.

Why Oversized Hoodies Work for Tall Men

Tall men often avoid oversized styles, thinking they’ll look bulky or shapeless. The truth is, oversized hoodies can look great on tall builds  as long as you get the proportions right.

Because tall men have longer frames, an oversized hoodie tends to fall naturally in the right places. The extra fabric gives a relaxed look without overwhelming your shape. The key is to choose a hoodie that’s designed for tall proportions, like those in our Tall Men’s Hoodies Collection. These are cut longer in the body and sleeves, so you get that comfortable, laid back style without losing structure.

Oversized hoodies also pair perfectly with the streetwear trend that’s still going strong in 2025. From tall joggers to longline t-shirts , the relaxed silhouette gives tall men more styling freedom than ever before.

Finding the Right Oversized Fit

There’s a fine line between oversized and just too big. When trying on a hoodie, keep these fit details in mind:

• The shoulder seam should sit slightly off your shoulder but not halfway down your arm.

• The sleeves should reach just below your wrist, not hang over your hands.

• The hem should fall about halfway down your fly, not below your thigh.

Our Tall Togs oversized hoodies are specifically cut with extra length in both the torso and sleeves. That means you get a relaxed fit that still looks sharp and balanced  not sloppy or boxy.

Balancing Proportion: Top and Bottom

When wearing an oversized hoodie, balance is key. Because the top half is loose, you’ll want a more fitted bottom half to create contrast.

• With joggers: Go for slim or tapered tall joggers. This keeps your look casual but not baggy.

• With jeans: Choose straight or slim fit tall jeans that sit comfortably without bunching at the ankles.

• With shorts: Oversized hoodies and knee length tall shorts create a relaxed, athletic vibe that works well for warmer months.

This simple rule  loose on top, fitted on the bottom creates a balanced look that flatters tall men’s frames.

Layering the Right Way

Oversized hoodies are perfect for layering, especially in cooler weather. Here’s how tall men can pull it off:

• Under a jacket: Pair your oversized hoodie with a bomber, denim, or tall puffer jacket The hoodie’s volume gives depth to your outfit while the jacket adds structure.

• Over a t-shirt: Let a longline tall t-shirt peek out from underneath the hoodie for a relaxed streetwear effect.

• With accessories: Add a cap, chain, or crossbody bag to break up the solid shape of the hoodie.

Because tall men naturally have longer lines, layers look cleaner and more intentional  especially when your pieces come from Tall Togs tall fit range.

Choosing the Right Fabric and Colour

Fabric makes a big difference in how your hoodie fits and drapes. For oversized styles, midweight cotton fleece or brushed cotton gives you that soft, structured fall that flatters tall frames.

Heavy fabrics can feel bulky, while lightweight ones might cling awkwardly. Tall Togs hoodies use a balanced blend that stays comfortable without losing shape.

As for colours, neutrals like black, grey, and navy are timeless. But don’t be afraid to experiment with bolder tones like olive, burgundy, or tan  they add depth to your wardrobe and pair well with dark bottoms. You can browse our latest shades in the Tall Togs Hoodies Collection .

How to Style Oversized Hoodies for Different Occasions

Streetwear Look

Pair an oversized hoodie with fitted tall joggers , chunky trainers, and a cap. Add a denim jacket for a layered urban vibe that’s perfect for casual days.

Smart Casual Look

Wear your hoodie under a tailored tall overcoat with slim jeans and leather trainers. This gives a modern twist to a classic tall man outfit.

Laid Back Everyday Look

Throw on an oversized hoodie with tall cargo trousers and minimalist sneakers. Ideal for travelling, lounging, or meeting friends.

Because each piece from Tall Togs is made for tall proportions, you don’t have to compromise between comfort and style everything aligns perfectly.

Common Mistakes Tall Men Make with Oversized Hoodies

Even with great options available, a few styling errors can ruin the look:

• Wearing regular sizes: Regular sized oversized hoodies rarely have enough length for tall torsos or arms. They end up looking boxy or cropped. Always go for tall-specific designs like those at Talltog.

• Overdoing the volume: Too much fabric hides your shape. Keep your hoodie oversized but structured.

• Ignoring proportion: Balance loose tops with slim bottoms. Baggy on baggy only works if everything is precisely proportioned  which most standard brands don’t offer.

• Skipping proper layering: Oversized hoodies look best when layered correctly. Add dimension with a t-shirt or jacket instead of wearing them alone every time.

Confidence Is the Final Touch

Style always comes down to confidence. When you wear something that fits your proportions properly, you naturally look more relaxed and self assured.

That’s what Tall Togs is all about  giving tall men clothing that feels as good as it looks. From hoodies to joggers , jackets and t-shirts every piece is designed with tall proportions in mind. Once you find your perfect fit, oversized hoodies stop feeling tricky and start feeling natural.

FAQs

Can tall men wear oversized hoodies without looking bulky?

Absolutely. The key is to choose tall specific oversized hoodies, like those from Tall Togs, which are designed with proper proportions and added length.

How long should an oversized hoodie be for tall men?

It should fall just below the waistband and end around halfway down your fly. That length keeps your look balanced.

What’s the best bottom wear to pair with oversized hoodies?

Slim fit tall joggers or tall jeans work best. They create contrast against the relaxed top.

Should I size up for an oversized hoodie?

No need if the hoodie is already designed as an oversized fit. For tall men, go for a “tall” version in your regular size.

Can I wear oversized hoodies in smart casual outfits?

Yes. Pair them with tailored outerwear like a long coat or structured tall jacket to elevate the look.

How can I stop an oversized hoodie from looking shapeless?

Choose a hoodie with structured shoulders and quality fabric. Roll up the sleeves slightly or layer it to add definition.

Does Tall Togs offer oversized fits for tall men?

Yes. Tall Togs Oversized Collection includes hoodies, t-shirts, and joggers specifically designed for tall builds. Explore the full range here.