Our Favourite Oversized Shirts Right Now

An oversized shirt only earns its place if the proportions are deliberate rather than accidental. There is a real difference between a shirt that has simply been bought too big and one cut with dropped shoulders, a longer body and sleeves that puddle slightly at the wrist. The good ones are engineered for that slouch, with a yoke that sits low, a collar substantial enough to stand up to being worn open, and a hem that works whether it is tucked, knotted or left loose over the hip. Fabric weight matters more than people think. Something with a bit of body, a proper cotton poplin, a brushed flannel or a heavier twill, will hold its shape and drape rather than collapsing into a shapeless bag. Thin, limp fabrics are where this category goes wrong.

Styling one is really an exercise in balance. Because the top half is deliberately loose, the bottom half needs to do some work, whether that is a slim trouser, a straight jean, a fitted skirt or leggings under a longer style in colder months.

Sleeves pushed up to the forearm, a single cuff button undone, a hem knotted at the waist or half tucked at the front, these are the small adjustments that stop an oversized shirt reading as borrowed rather than chosen. Layering is where it earns its keep too, worn open over a simple vest or fine knit, or thrown on as a light jacket over a dress when the evening turns cooler. A belt at the waist, even a slim one, can turn the same shirt from loungewear into something with actual shape.

Occasion wise, this is a category that moves easily between registers. Buttoned up with tailored trousers and good shoes it works for a relaxed office day or a daytime meeting that does not need a full suit. Undone over a plain tee and jeans it becomes weekend uniform, the kind of thing that looks right on a coffee run or a long lunch. Layered over swimwear it earns its place on holiday, and in a heavier fabric it doubles as an unstructured jacket for transitional weather. What makes the category worth investing in is exactly that range, one good shirt, correctly proportioned, moves through more of the week than almost anything else in the rail.

Top Picks

OVERSIZED SHIRTZEAGOOZeagoo Long Sleeve Blouse Button Up Oversized Shirt for Women Casual Loose Business Casual 2026

$28.89 ZEAGOO

OVERSIZED SHIRTGIFTOMORYLiberty in Style - Oversized Women's T-Shirt - Off white / XL / women

$33.99 GIFTOMORY

OVERSIZED SHIRTDAILY SALE, INC.Women's Casual Sweatshirts Long Sleeve Oversized Shirt

$39.00 DAILY SALE, INC.

DAILY SALE, INC.Sidefeel Women Corduroy Long Sleeve Button Down Shirt Oversized Jacket Tops $37.00 DAILY SALE, INC.

ZEAGOOZeagoo Zeagoo Casual Shiny Sequin Oversized Shirt for Women Casual Work Office Loose Fit 2026 $36.99 ZEAGOO

SELDOM SEEN STYLESWomens Shacket Jacket Casual Leopard Print Cardigans Coat Oversized Button Down Long Sleeve Shirt 2024 Fashion Outfits $40.27 SELDOM SEEN STYLES

ZEAGOOZeagoo Long Sleeve Blouse Button Up Oversized Shirt for Women Casual Loose Business Casual 2026 $28.89 ZEAGOO

NATORICotton Poplin Oversized Caftan Shirt $350.00 NATORI

ZEAGOOZeagoo Women Oversized T-Shirt - Brown / 2XL(14) $25.17 ZEAGOO

ZEAGOOZeagoo Zeagoo Button Up Shirt Long Sleeve Lapel Striped Casual Oversized Top - Green / S(4) $24.89 ZEAGOO

ZEAGOOZeagoo Women Oversized T-Shirt - Rose Red / S(4) $25.17 ZEAGOO

W CONCEPT (US)Citta Signature Logo Oversized Fit T-shirt $65.00 W CONCEPT (US)

W CONCEPT (US)Stripe Raglan Oversized Cotton-Blend Shirt (MBDS002) $294.00 W CONCEPT (US)

PRINTERVALJeff Probst Vintage Acid Wash Unisex Oversized Shirt $12.95 PRINTERVAL

W CONCEPT (US)Oversized Half Sleeve Shirt Beige $133.00 W CONCEPT (US)

GIFTOMORYCanvas of Colors - Women's Oversized T-Shirt - Off white / XS / women $39.99 GIFTOMORY

SELDOM SEEN STYLESWomens Button Down Hooded Corduroy Shirt Jacket Loose Long Sleeve Solid Color Oversized Outwear Coats with Pockets $79.95 SELDOM SEEN STYLES

SHIEKHMen Oversized Reissue T-Shirt Off Noir/Infrared 23 T-shirts XL Off Noir/Infrared $44.99 SHIEKH

PRINTERVALVintage 90s Graphic Style Tank Dell T-shirt, Tank Dell Vintage Oversized Tee,american Football Gift $12.95 PRINTERVAL

CERQULARLEVI'S Womens White Cotton Blend Oversized Short Sleeve Collared Shirt L Casual $33.79 CERQULAR

GIFTOMORYTech Fusion Bold & Stylish - Women's Oversized T-Shirt - Off black / XL / women $45.99 GIFTOMORY

GIFTOMORYExpressive Vibes - Women's Oversized T-Shirt - Off black / S / women $39.99 GIFTOMORY

GIFTOMORYMakeup Moments - Women's Oversized T-shirt - Off black / XS / women $39.99 GIFTOMORY

W CONCEPT (US)[SET] Tailored Oversized Jacket Shirt + Two-Tuck Micro Shorts Beige $197.00 W CONCEPT (US)

W CONCEPT (US)PENGUIN OVER THE MOON Oversized T-shirt (4 Color) $61.00 W CONCEPT (US)

SELDOM SEEN STYLESWomen's Solid Color Loose Long Shirt Dress Casual Oversized Button Down Summer Dress $37.14 SELDOM SEEN STYLES

FINISH LINEThe North Face Women's Mountain Oversized Graphic T-Shirt in Black Size: $45.00 FINISH LINE

CERQULARMolly oversized collar linen shirt in Mocha Gingham $159.00 CERQULAR

CRONJAGERIrish Army - Unisex Organic Oversized High Neck T-shirt $123.00 CRONJAGER

W CONCEPT (US)YOLO Oversized Lace Trim Shirt $510.00 W CONCEPT (US)

W CONCEPT (US)New Season Oversized T-Shirt _ White $70.00 W CONCEPT (US)

ZEAGOOZeagoo Casual Oversized Long Sleeve Button Down Shirt for Women Casual Loose Business Casual 2026 $29.99 ZEAGOO

CERQULARNIKE AIR Oversized Mens T-Shirt Black Long Sleeve $24.69 CERQULAR

PRINTERVALLamb Of God T-shirt, Oversized Shirt, Classic Rock $11.95 PRINTERVAL

SHOEMALL.COMHUK Women's Tidepoint Oversized Shirt Green Shirts $64.95 SHOEMALL.COM

PRINTERVALOversized Fantastic Four T Shirt $12.95 PRINTERVAL

CERQULARADIDAS Oversized Mens T-Shirt Green $15.59 CERQULAR

W CONCEPT (US)Mary Oversized Stripe Shirt Blue $75.00 W CONCEPT (US)

PRINTERVALVintage Joe Burrow Football Shirt, 90s Graphic Tee, Unisex Oversized Bootleg Tshirt $11.95 PRINTERVAL

GIFTOMORYVersatile Vibes - Heavyweight Customizable Oversized Crewneck T-Shirt - S / Black $39.99 GIFTOMORY

FASHIONTAMERS USEtro Oversized Paisley Print Shirt In Azzurro $726.25 FASHIONTAMERS US

GIFTOMORYLiberty in Style - Oversized Women's T-Shirt - Off white / XL / women $33.99 GIFTOMORY

GIFTOMORYOversized Home-Love T-Shirt for Partners $36.00 GIFTOMORY

FINISH LINEHoodrich Women's Bling Studded Oversized Boxy T-Shirt in Washed Black Size: $45.00 FINISH LINE

DAILY SALE, INC.Women's Casual Sweatshirts Long Sleeve Oversized Shirt $39.00 DAILY SALE, INC.

FINISH LINEUnder Armour Men's Heavyweight Oversized T-Shirt in Blue Atlantis/White Size: Small $40.00 FINISH LINE

−16%

SHIEKHMen Oversized Reissue T-Shirt Sail/Infrared 23 T-shirts M Sail/Infrared$45.23 $37.99 SHIEKH

−77%

NATORIJaguar Oversized Shirt$295.65 $68.00 NATORI

−70%

NATORICotton Poplin Oversized Half Placket Shirt$250.00 $75.00 NATORI

−70%

NATORINobu Silky Soft Oversized Shirt$296.67 $89.00 NATORI

−80%

NATORICotton Eyelet Oversized Tux Shirt$450.00 $90.00 NATORI

−83%

NATORIAll Over Embroidered Silk Charm Oversized Shirt$588.24 $100.00 NATORI

−30%

STUARTS LONDON (US & CANADA)Minnessak x Gloverall Cross Body Bag$276.00 $194.00 STUARTS LONDON (US & CANADA)

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