30 Of The Best (& Comfiest) Oversized Dresses

Designed by Meg O'Donnell
When it comes to dresses, the bigger, baggier, puffier and comfier the better is the ethos we're living by. Let's circle back to the ruckus caused by that Zara dress; it wasn't the polka dot print that made so many of us fall in love with it, but its ability to make everyone and their mother feel comfortable. Chuck it on and go was its real USP.
Tentlike dresses graced the catwalks of SS19, too, with Cecilie Bahnsen, Ganni, Preen by Thornton Bregazzi and Molly Goddard all providing us with inspiration aplenty. Now that the seasons are changing, we're swapping out our sandals for hiking boots – but our love of roomy dresses will continue for the foreseeable future.
Prepare to stock your wardrobe with even more easy breezy dresses you can throw on minutes before leaving the house, starting with these 30 drool-worthy styles...
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We haven't met a spotty dress we didn't get on with.
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Babydoll dresses are tent dresses 101.
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Sashay away in this gem.
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Yes, we know it's not the time for leather but this is one of those dresses you'll regret not grabbing.
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All black everything is the memo for September.
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Ditsy florals like this useful Weekday number will forever reign supreme.
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The dress of the summer just got a shorter, puffier upgrade.
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COS never lets us down with its work-appropriate, modern pieces. Double points for this tiered hem wrap creation.
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There's something about this dress that reminds us of candy floss and we're absolutely here for it.
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We're always toughening up our florals with a pair of sturdy lace-ups.
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Checks for autumn? Absolutely.
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Tablecloth prints and Western boots go hand-in-hand.
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Bow detailing? Check. Tiered hemline? Check. Chunky boots? Check. Master three micro trends in one with this AW19 lewk.
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May the prairie trend live forever!
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This loose satin dress is a year-round staple. Pair with Converse for the last days of summer, then layer with a turtleneck and ankle boots come winter.
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You'll certainly stand out in this zesty print.
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We can always count on Staud to add oodles of sophistication to a simple day dress. We're loving the equally vibrant bag and kitten heels, too.
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Imagine this on the dance floor at your Christmas party.
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More is more.
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Spice up neutrals with bursts of colour.
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Any recipe for a comfy dress must include shirring. Sorry, we don't make the rules.
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This citrus mini isn't for the fainthearted.
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Florals, florals and more florals. Just what September ordered.
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Begging to be worn on a late summer getaway. Whitstable, anyone?
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A cloudlike dream.
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Warehouse nails it again with yet another understated maxi that you'll be telling everyone about.
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Just one more dotty creation to add to our ever-growing pile...
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Pretty in pink.
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Make everyone green with envy in this billowy maxi from Three Graces.
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Take a walk on the wild side.