8 Men’s Fashion ASOS Picks for Relaxed, Oversized Style

Samuel Carter

Man in black oversized t-shirt and striped joggers standing on a train platform.

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ASOS runs joggers, wide-leg trousers, baggy jeans and straight-leg cuts alongside canvas shorts, cargo shorts, boxy shirt co-ords and oversized bomber jackets.

If you need outfits that work for warm weather without reading as athletic, canvas or cargo shorts paired with a plain tee keep the look intentional.

For cooler days, the oversized bomber falls past your hips and fits a hoodie underneath, while the boxy shirt co-ord gives you a complete outfit in one decision.

1. Joggers

The slim fit of these joggers keeps the look clean and intentional. · 📷 @imdanielsimmons

Joggers put comfort first without looking like you rolled out of bed.

The pair here runs slim through the leg with a drawstring waist and elastic cuffs, keeping the silhouette clean when you pair them with a fitted tee or hoodie.

Black hides wear and pairs with nearly anything in your wardrobe. For more contrast, go for grey or navy.

Wear them with low-top sneakers and keep the top half simple. A plain tee or crewneck sweatshirt is enough.

2. Wide-leg Trousers

These wide-leg trousers offer room to move while maintaining a polished silhouette. · 📷 @greyform.in

Wide-leg trousers give you room to move without the bulk of pleats or extra fabric bunching at the waist. The cut here sits straight from the hip down, which balances out the volume and avoids reading as vintage costume.

Pair them with a fitted button-down or polo so the top half doesn’t compete with the width below. Tucking the shirt in helps define your waist and keeps the proportions readable.

Brown or tan trousers work with white, cream, or olive on top. Keep the shoes simple: loafers, derbies, or clean sneakers.

3. Baggy Jeans

The light wash of these baggy jeans softens the overall look without losing style. · 📷 @your__thrift3

Baggy jeans sit loose from the thigh down, giving you the opposite of the skinny fit that dominated for years. The light wash here softens the look and pairs well with darker tops.

Keep the rise at your natural waist so the jeans don’t sag. A belt helps if the waistband runs large.

White sneakers ground the outfit without adding weight.

4. Straight Leg Jeans

The straight leg cut of these jeans creates a clean line for versatile styling. · 📷 @urbanstores.ks

Straight leg jeans run parallel from knee to hem, giving you a clean line that works for casual and smart casual alike. The black pair here reads sharper than blue denim and pairs well with white or grey on top.

The fit should skim your thigh without clinging. If you’re used to slim jeans, size up once and let the leg drape naturally over your shoes.

Wear them with a plain tee and white sneakers for casual days, or swap the tee for a button-down and boots when you need more polish.

5. Canvas Shorts

The brown canvas shorts strike a balance between casual and intentional for summer. · 📷 @degreeofdenim

Canvas shorts in brown or tan sit between athletic shorts and chinos, giving you something that feels relaxed but still looks intentional. The pair here hits just above the knee, which is the length I prefer for warm weather.

A belt keeps the waistband from riding up or sagging. Red works as an accent, but brown or woven leather blends in for less contrast.

Pair them with a white or light grey tee and keep the shoes simple: sneakers, boat shoes, or leather sandals.

6. Cargo Shorts

The extra pockets of these cargo shorts provide practicality without adding bulk. · 📷 @milanshefer_

Cargo shorts add pockets on the sides, which means you can carry your phone, keys, and wallet without stuffing your front pockets.

The pockets sit flat when empty, so the shorts don’t look bulky unless you load them up. If you don’t need the extra storage, canvas shorts run cleaner.

Pair them with a fitted graphic tee or plain crewneck and lace-up boots or chunky sneakers. The extra pockets work best when the rest of the outfit stays simple.

7. Boxy Shirt Co-ord with Matching Bottoms

The matching shirt and trouser set simplifies outfit choices for a cohesive look. · 📷 @a_jayxs

A matching shirt and trouser set gives you a complete outfit in one decision. The boxy cut here keeps the fit relaxed through the chest and shoulders, and the short sleeves work for warm weather.

White sneakers ground the palette without adding visual weight. For cooler days, swap the short sleeves for a long-sleeved version in the same fabric.

The trousers should sit at your natural waist with a clean break at the ankle. Roll the hem once if they run long.

8. Oversized Bomber Jacket

The oversized bomber jacket adds structure while keeping the rest of the outfit neutral. · 📷 @dinesh__gangwar

An oversized bomber adds structure without the weight of a wool coat. The shoulders sit wide and the hem falls past your hips, so you can fit a hoodie or crewneck under it.

Red makes a statement, so keep the rest of the outfit neutral. Black trousers and a plain tee let the jacket stand out.

The ribbed cuffs and hem hold the shape even when the body runs loose. Wear it open or zipped halfway for different proportions.