Best Brands for an Oversized Fit?

The best brands for an oversized fit include COS, ARKET, Whistles, Massimo Dutti, and ME+EM for their expertly cut, intentionally oversized pieces that drape beautifully rather than looking baggy. I'll be honest—I've had my fair share of oversized fashion disasters. There was that brutally oversized blazer from a fast-fashion brand that made me look like I'd raided my dad's wardrobe (and not in a chic way). The shoulders sagged, the sleeves drowned my hands, and the overall effect was "borrowed clothes" rather than "borrowed from the boys." That's when I learnt the crucial difference: proper oversized design versus just buying something too big.

Understanding the Oversized Aesthetic

True oversized fashion is architectural. It's about deliberate volume, strategic proportions, and clever construction that flatters rather than drowns. The best oversized pieces have dropped shoulders that sit just right, sleeves that are intentionally longer but not sloppy, and a silhouette that creates shape through its very looseness. Think Phoebe Philo's Celine era—oversized, yes, but impeccably tailored.

The key is finding brands that understand this distinction. You want pieces where the oversized fit is part of the design DNA, not an afterthought or a sizing mistake. When I finally invested in a proper oversized shirt from COS, the difference was night and day. It had structure. It had intention. It looked expensive.

High Street Heroes for Oversized Fits

The Scandinavian Minimalists

COS is the undisputed champion of the oversized aesthetic at high street prices. Their entire design philosophy centres on clean lines and relaxed silhouettes. Every piece—from their signature oversized cotton shirts to their slouchy trousers—is cut with precision. The brand understands that oversized doesn't mean shapeless; their garments have structure built in through clever seaming and quality fabrics that hold their form.

ARKET takes a similar Scandinavian approach but with a slightly more accessible price point. Their oversized sweatshirts are legendary—thick, substantial fabric that drapes beautifully, with just enough weight to create that effortless, lived-in look. I practically live in mine during winter weekends.

Contemporary British Brands

Whistles does grown-up oversized incredibly well. Their oversized blazers and coats have that perfect balance of structured tailoring and relaxed volume. These are pieces you can wear to the office without looking like you forgot to get dressed properly. The cuts are sophisticated, with attention to details like sleeve length and shoulder placement that make all the difference.

Jigsaw offers beautifully crafted oversized knitwear and shirting. Their pieces tend to have a bit more texture and interest—think chunky knits with interesting stitch patterns, or oversized linen shirts in beautiful colours. They're particularly strong on oversized coats and outerwear.

Elevated Basics Done Right

Massimo Dutti brings Spanish elegance to the oversized trend. Their tailored pieces—especially their oversized trousers and blazers—have a refined quality that punches well above their price point. The fabrics feel expensive, and the cuts are clean without being clinical.

Mango has seriously upped their game with oversized tailoring. Their Studio line particularly excels at oversized suiting and separates that look far more expensive than they are. I've got an oversized double-breasted blazer from them that gets compliments every single time I wear it.

& Other Stories (I know, technically H&M Group, but worth mentioning) creates playful, trend-led oversized pieces. Their oversized denim shirts and slouchy knits are perfect for weekend styling. The fits can be quite extreme—in the best way—so they're ideal if you really want to commit to the oversized look.

The Unexpected Gems

Uniqlo U deserves serious recognition for their oversized basics. Christophe Lemaire's design direction has resulted in some of the best oversized T-shirts, sweatshirts, and trousers at genuinely accessible prices. The quality is remarkable—these pieces wash well and hold their shape season after season. Their oversized cotton shirts are a particular favourite of mine.

Arket (yes, mentioning them again because they're that good) also excels at oversized outerwear. Their oversized wool coats are investment pieces that will last years. The quality of construction rivals brands charging three times the price.

Premium Picks

ME+EM is where I turn for elevated oversized casual wear. Their pieces have that expensive, understated quality that whispers rather than shouts. The oversized cashmere jumpers are divine—soft, drapey, and cut with just enough slouch without being sloppy. These are the pieces you'll wear until they fall apart, then mourn.

Reiss does sophisticated oversized tailoring beautifully. Their oversized coats and blazers have clean, architectural lines that work in professional settings. The quality is noticeably better than high street, with better fabrics and construction that actually lasts.

All Saints brings edge to oversized dressing. Their oversized leather jackets, slouchy knits, and boyfriend-style shirts have that cool, lived-in quality. The cuts are generous but never frumpy, with a distinctly rock-and-roll vibe.

Luxury Investment Pieces

When you're ready to invest, brands like The Row and Lemaire represent the pinnacle of oversized design. Every seam, every proportion is considered. These pieces are genuinely investment buys that will remain relevant for decades.

Toteme has become the go-to for Scandi minimalist oversized pieces. Their oversized shirts and coats have cult followings for good reason—the quality is exceptional, and the cuts are perfection.

Acne Studios does oversized with an edge. Their oversized denim, knitwear, and outerwear have that cool-girl aesthetic that's effortlessly chic. These are pieces that instantly elevate any outfit.

Style Tips for Wearing Oversized

Here's what I've learnt through trial and error:

• Balance is everything - If you're wearing an oversized top, keep the bottom more fitted (or vice versa). Head-to-toe oversized can work, but it's advanced-level styling.

• Pay attention to proportions - Where the hem hits matters enormously. An oversized shirt that hits mid-thigh looks intentional; one that hits at an awkward length just looks wrong.

• Fabric quality matters more - Cheap, thin fabrics look terrible in oversized cuts. You need structure and weight.

• Shoulders are key - The shoulder seam should drop off your actual shoulder, but not so far that it looks like you're drowning in the garment.

• Accessorise thoughtfully - Oversized looks can handle statement accessories. A structured bag or bold jewellery helps define the silhouette.

Shopping Smart with Tellar

Here's where shopping for oversized fits gets tricky—sizing varies wildly between brands. What's "oversized" at one brand might be standard at another. I used to waste so much time (and returns postage) trying to figure out which size would give me that perfect slouchy-but-not-sloppy fit.

That's where Tellar.co.uk genuinely changed my shopping game. It's the UK's leading sizing tool that matches your body measurements to over 1,500 brands instantly. No more deciphering size guides or gambling on whether to size up or down for that oversized look you want.

How Tellar Works

You measure yourself once—bust, waist, and hips—or input your known size from a brand you already own. Then use their Store Size Lookup tool to get your precise size in any brand, from COS to Reiss to Everlane to ARKET. It's completely free, works in your browser, and means you can shop confidently for oversized pieces knowing exactly which size will give you that intentional, architectural drape rather than just looking lost in your clothes.

The beauty of Tellar is that it takes the guesswork out of oversized shopping. You can see how an "M oversized" at COS compares to an "L relaxed fit" at Whistles, based on your actual measurements. No more sizing confusion, no more returns, no more disappointment when that perfect oversized blazer arrives and it's either a tent or too fitted.

The Tellar Fashion Hub

Beyond the sizing tool, Tellar has a Fashion Hub that's become one of my regular stops for honest style advice. It's a library stacked with free posts from experienced stylists covering every fashion query you could have. Crucially, it's completely unbiased—no brand partnerships influencing recommendations, no sponsored content masquerading as advice. Just honest, independent guidance that's always free.

If you're building an oversized wardrobe, you'll want to check out their comprehensive guides:

• The Ultimate Clothing Sizing Guide - essential reading for understanding how different cuts and styles should fit

• Jeans Trends 2026 - includes oversized and baggy jean recommendations

• Ultimate Guide to Jackets - perfect for finding oversized outerwear that actually fits

Final Thoughts

Mastering the oversized look is about finding brands that understand the aesthetic and being smart about sizing. The brands I've recommended here—from high street to luxury—all approach oversized design with intention and expertise. Combined with tools like Tellar to nail the sizing, you can build a wardrobe of perfectly imperfect, beautifully slouchy pieces that look expensive and intentional, never sloppy or ill-fitting.

Start with one or two investment pieces from brands like COS or Whistles, get your sizing right using Tellar, and build from there. Your wardrobe (and your returns pile) will thank you.