Winter's here, meaning hoodie season is officially on. Whether you wear one for the morning walk, to keep warm at the studio, or just because it’s your whole personality, hoodies are back on rotation. But the question is oversized vs regular fit hoodie, which one is owning the season this time?
Once and for all, let's settle it.
The Rise of the Hoodie Era
There was a time when hoodies were only for gym bros or couch potatoes. Now? They’re everywhere college halls, offices, airports, parties, and date nights. The hoodie has levelled up from a lazy-day essential to a full-blown style statement.
Today, it’s not just about comfort. It’s about how you wear it, and that’s where the whole oversized vs regular fit hoodie debate kicks in.
Oversized Hoodies: Streetwear’s Cosy Crown
Think of oversized hoodies as that perfect mix of chill and style. They’re a size bigger than your normal fit, with drop shoulders, baggy sleeves, and a looser silhouette. Not “tent” level oversized, just enough to move freely and look effortlessly cool.
These hoodies scream laid-back confidence. Perfect for streetwear lovers, creative heads, and anyone who prefers a relaxed look that doesn’t try too hard.
Style it like a pro: Pair your oversized hoodie with baggy or straight-fit jeans, chunky sneakers, and maybe a cap or bandana for that street-ready edge. Add minimal jewellery, rings or a chain to top it off.
And if you’re hunting for one that nails the vibe, check out Underrated’s Oversized Hoodies Collection, heavyweight cotton, bold graphics, and the kind of comfort that makes you forget about jackets.
Regular Fit Hoodies: The Everyday Classic
If oversized hoodies are for the rebels, regular fit hoodies are for the realists. They’re not too snug, not too loose, just right. These hoodies fit neatly on the shoulders and chest, giving a clean silhouette that’s perfect for layering.

They’re your go-to for smart-casual winter fits, think café hangouts, office days, or chill plans that still need effort.
Style it right:
Go for your regular fit hoodie with straight or slim-fit denim, clean sneakers, and a jacket or over shirt for layering. It’s that everyday versatility that keeps regular fits timeless.
How to Choose: Oversized vs Regular Fit Hoodie
The hoodie you pick depends on your body type and your vibe.
- If you’ve got a lean frame, an oversized hoodie adds structure and a little volume, giving that bulked-up look without the gym membership.
- If you’ve got a broader or athletic build, regular fit hoodies enhance your shape, keeping things clean and balanced.
It’s less about trends, more about what you feel confident in. Because the real style flex is comfort, and both fits bring their own version of it.
Fabric & Function: What’s Inside Matters
Most oversized hoodies use heavier fleece or plush cotton blends. They’re built for warmth and comfort, perfect for cold mornings and lazy days.
Regular fit hoodies, on the other hand, often have lighter blends, which makes them great for layering under jackets or over shirts.
Both have their place, but if you’re in it for that ultimate cosy feel, oversized hoodies win winter hands down.
Underrated x Style Tips: Hoodie Styling Tips for Men
- Balance proportions: If you go oversized on top, keep it clean below. Think baggy hoodie with structured cargos or fitted denims.
- Layer smart: Throw a bomber or puffer jacket over your regular fit hoodie for a sharp winter look.
- Sneaker game matters: Your hoodie fit means nothing if your shoes don’t match the vibe. Chunky kicks for oversized. Clean silhouettes for regular fits.
- Play with textures: Fleece hoodies & denim are the perfect contrast.
- Confidence is the code: No matter the fit, own it like it was made for you.
The Underrated Wrap
So, who wins the Oversized vs Regular Fit Hoodie showdown?
If we’re talking pure comfort, drip, and street cred, oversized takes the trophy.
But the real answer? Both win, depending on your mood and moment. Because in the end, it’s not about the size of your hoodie, it’s about the size of your vibe.
Shop Underrated’s Oversized Hoodies now and own the streets this winter.
FAQs
Q1. Which hoodie is better for winter – oversized or regular fit?
Oversized hoodies win for pure comfort and warmth. The loose fit traps air and keeps you cosier in chilly weather.
Q2. Are oversized hoodies still trendy in 2025?
Absolutely. Oversized hoodies are dominating winter streetwear for men, from off-duty celebs to college fits; it’s a whole vibe.
Q3. Can regular fit hoodies be layered for winter?
Yes. Regular fit hoodies are perfect for layering under denim jackets, puffer coats, or even trench coats.
Q4. What are the best winter hoodies for men in India?
The best winter hoodies are heavyweight cotton or fleece blends like Underrated’s Oversized Hoodies, which balance comfort, quality, and streetwear aesthetics.
Q5. How can I style my oversized hoodie for a streetwear look?
Pair your oversized hoodie with baggy jeans, high-top sneakers, and accessories like rings or caps. Keep the look minimal but intentional.
