37 Oversized Pieces Of Clothing To Help You Live Your Comfiest Life

37 Oversized Pieces Of Clothing To Help You Live Your Comfiest Life

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A crinkly cotton two piece set sure to prove that two (made with enough fabric for three) is better than one.

Free People

Promising review: “I got so many compliments when I wore this today. It’s cute and comfortable.” —singh92

Get it from Free People for $108 (available in two colors and sizes XS–L).


An embroidered dress that’ll make you think, “Why the ~frock~ have I not been wearing flowing clothes every day of my life?!”

Urban Outfitters

Promising review: “I love this. It’s super cute and comfortable.” —b123049

Get it from Urban Outfitters for $129 (available in sizes XL–XL).


A ruffle midi number with plenty of room for your trademark dance moves and plenty of pockets for snacks when that dancing leaves you famished.

amazon.com, amazon.com

It’s all in the elbows.

Promising reviews: “I love this dress! I am 5’9″ and a 10 in pants, large in tops. I purchased the large and it fit exactly how I wanted it to. The shape is super weird, but it’s unique and somehow it works! The quality of the garment is nice. I wore it on a warm day and it was quite comfortable. I can easily see this becoming a year-round wardrobe staple for me and I can’t wait to pair it with boots and a scarf in the fall.” —S. Hawthorn

Get it from Amazon for $27.55+ (available in six colors and sizes M–XXL).


A tie dye sweatshirt – order a size up to create a carefree, California vibe that’s simply to tie ~die~ for.


Get it from Amazon for $18.99+ (available in 28 colors and sizes S–XXL).


A maximalist boho pick with a loose fit that’ll let you breathe – a rather necessary design, considering how fast that gloriously gaudy print will take your breath away.


Promising review: “WOW! This dress is beyond stunning. I purchased this to wear to dinner on a trip to Texas this spring. Also the plunge is perfect to show off the girls without being super risqué.” —cksst8

Get it from Anthropologie for $178 (available in sizes 00–26).


A swing hem sweater vest – an oversized layering staple that’s sure to be worth in-vest-ing in.


Promising review: “I was super glad to find this ‘swing’ style sweater vest. I bought the navy blue and I’m waiting on the black. The item is well made and the material, which I think may be a cotton blend is substantial. I bought a medium and it is so generously cut that it would fit many, many sizes larger than me and still have a little give. It’s very cute with leggings and skinny jeans and boots. Need I say, ‘comfortable’?” —Jeanie Yogini

Get it from Amazon for $28.99+ (available in five colors and sizes S–XL).


A patchwork pick for secretly laid back folks who want the comfort of sweatpants while still being able to sport a pair of statement-making pants.

amazon.com, Amazon

Promising reviews: “I love these! I’m 5’7″ at just about 160lbs, with most of the weight in my bottom and legs. My natural waist is 27.5″ but the pants sit very nicely at about 3′ below my belly button (about 32-33” there), kinda resting on the hip bone. I also have large calves so the below-the-knee part of the leg that is not elastic is fitting tight on me but I can still pull the cuffs up if I want to. Overall, a surprisingly nice piece of clothing for the upcoming summer!” —Arta Records

“These pants are everything! I’m a dancer and they definitely fit my minimalist goth athleisure aesthetic! I am 5’4” and 110lbs and the fit is perfectly loose in all the right places. If you’re any taller the pants will be above the ankles. The material is definitely lightweight, great for any season except maybe winter, but definitely well made.” —Nekai Nekai

Get them from Amazon for $22.95.


A billowy number in a cotton and linen blend that’s gonna be a darling way to show you aren’t ~kitten~ around when it comes to your comfort.


Promising review: “The fabric is pretty and washes very well. My favorite thing about the dress is the loose, comfortable fit. And the length is great. It’s not floor length, but not knee length.” —Sherry from Texas

Get it from Amazon for $24.99.


A maximalist blouse with a cheery mix of patterns that’ll look simply lovely when you and your boo go out to eat on Valentine’s Day. PLUS, this silhouette is so much more comfortable than a form-fitting V-day dress. Go ahead, get a second cannoli.


Promising review: “I absolutely love this top. It’s flowy but you can also tuck it into your waistline for a little definition! I’ve received so many compliments!” —AHB1985

Get it from Anthropologie for $128 (available in five colors and sizes XS–3X).


An asymmetrical sweatshirt so darn cozy you just might wonder why any other clothes exist at all.


Promising review: “This is soft, warm, and cozy. I love the style and the feel. Sooo cozy!” —Seniorita

Get it from Amazon for $19.99+ (available in three colors and sizes M–XL).


A pair of leopard prints pants that’ll be a big, bold, and beautiful statement piece whenever you wear them.

Free People

Get them from Free People for $88 (available in three colors and sizes XS–XL).


A casual button up for days when you want to look put together with an interesting, slouchy aesthetic.


Promising review: “The size large fits a 38D perfectly. The shirt is styled to be oversized, but doesn’t look sloppy. It’s a great top for over leggings as it comes to my mid-thigh, at 5’7″. It’s lightweight and slightly see through, but not so much that you need a camisole. It has unique pocket placement.” —DJ IN AZ

Get it from Amazon for $28.99+ (available in four colors and sizes S–XXL).


A bat-wing maxi with a flowy design that won’t touch your skin (i.e. can save you in the summertime). Screw you, sweat stains!

Amazon, Mallory Mower / BuzzFeed

I have purchased this dress twice. They’re both in perfect condition, but I refuse to live my life in fear of something happening to one without having some backup. It’s my favorite article of clothing I have ever worn. That’s the honest truth.

Promising review: “The fabric is very soft and just heavy enough, kind of like microfiber. I’m about 5’9″ and a little heavy and it hangs just right, tapering in slightly at the hem at a good length. It’s a creative cut and print and quality work.” —Tammy

Get it from Amazon for $34.99 (available in sizes L–XXL).


A pair of wide leg sweatpants – they’re gonna look surprisingly sophisticated when paired with the right pieces…who says you can’t wear sweatpants at the office?


Get them from Asos for $65.


A watercolor number for all you fashion-savvy fiends who aren’t afraid to put the “u” in “mumu.”


Promising review: “This is a lovely lightweight dress. I picked this up for the fun pattern and fell in love with the sleeves and drop waist! This is a casual dress that I will pair with sneakers. A slip is included, so you’re covered with the white fabric. I got one size down because it is loose and the sleeves are boxy.” —ATX Flamingo

Get it from Anthropologie for $170 (available in sizes XS–3X).


A plaid top that’ll be the key piece in your wardrobe if you want some versatile, and comfortable, outfits.


Promising review: “I love that I can wear this shirt two ways – on its own or over a tee. It is the perfect weight for winter in the south. It will keep me cool in overheated malls and stores and it will add a layer of warmth out of doors. I like the color, fit, and feel of this casual shirt.” —Jaybird123

Get it from Amazon for $7.99+ (available in 27 styles and sizes XS–XL).


A 100% cotton dream of a dress in a bold tangerine color and a relaxed fit – this striking piece is sure to stop traffic.

Mimu Maxi

Get it from Mimu Maxi for $88 (available in sizes XS–XL).


A baggy midi with pockets, ruffles, and everything else we gaudy goths are gonna adore on the daily.


Promising review: “I absolutely love this stylish and comfortable dress! It’s an excellent design – fashionable and perfect to dress up or down for any occasion! Be sure to add this to your wardrobe! A MUST!” —Amazon Customer

Get it from Amazon for $30.95.


A perky rainbow BuzzFeed sweatshirt you can don on rainy days when all you want is to feel cuddled up and cozy while waiting on a rainbow.

Shop BuzzFeed, Mallory Mower / BuzzFeed

Get it on sale from Shop BuzzFeed for $29.95 (originally $ 39.99, available in four colors and sizes S–5XL).


A pair of wool blend trousers are sure to be your go-to pants when you need to look professional at your morning meeting but also need space on your waistband to annihilate a victory burrito by lunch.


Promising review: “I love these pants! They’re so comfortable and I love how they look. They are also nice and warm. The only thing that isn’t great is some stitching came out around the waist. So far, there are no holes, but I may have to do some mending in time. These are my new favorite pants!” —Amanda Lipe

Get them from Amazon for $34.99+ (available in five colors and sizes M–XXL).


A ruffle hem top that’ll look preciously preppy and peppy without feeling too tight.

amazon.com, amazon.com

Promising review: “This shirt is adorable and super comfortable! The material is thin, but not see through or cheap. It’s very breathable for hot summer days. The first time I wore it I received so many compliments. I’m 4’11 and 118lbs with a pretty small torso and the XS fit perfectly. If you’re looking for a little more length I suggest sizing up.” —Amy

Get it from Amazon for $16.99+ (available in 12 colors and sizes XS–XXL).


A square stunner for bold folks who know how to work all their right angles.


Promising review: “I really really really like this top! WOW, it is so well made and the fabric is so nice. I’m very happy that I purchased this top. It fits so well that I took off what I was wearing to put it on. You can not see through the top – it is not shear, just perfect.” —madame

Get it from Amazon for $22.95 (available in 13 colors).


A raw seam sweater – it’s gonna have you lookin’ unapologetically edgy when in reality you’re wearing it because it reminds you of the beloved childhood blanket you hate leaving at home during the day.

Free People

Promising review: “I purchased this in ‘sand dollar’ to wear with high waisted jeans and I love it! It’s oversized but not sloppy, super comfortable, and looks sharp! It’s made with a great fabric that won’t pill. I ordered my standard FP size XS and it fits perfectly….any bigger and the sleeves would have been too long etc. This is the perfect go-to sweater. I may get another color. :)” —DPS4FP

Get it from Free People for $98 (available in five colors and sizes XS–XL).


A pair of wide leg pants in a silky satin you’re sure to stun in at the next, you know, gala you attend. How is anyone supposed to eat their chicken dinner in a tight dresses and shape-wear?! Tell me!


Get them from Asos for $87 (available in sizes 12–26).


A v-neck blouse that’ll look simple, chic, and have you feelin’ sunny no matter what season you wear it in.


Promising review: “Make sure you use the size chart they go by, I did and it fits just right. This shirt has a nice light, airy feel to it. It will be great to wear when it’s hot with no issue of feeling it’s to hot of a shirt. The two solid lines in the front even match up with each other. They did a great job at making this top. It looks good and feels great on!” —Keris

Get it from Amazon for $19.99+ (available in 19 colors and sizes S–XXL).


A polka dot maxi skirt you can wear when a skirt is calling your name, but your legs are wishing you would wear nothing at all.

amazon.com, amazon.com

Plus this has pockets, people!

Promising review: “This is great quality with a formal appearance and can be dressed up or down. You can’t beat the shipping or quality.” —Amazon Customer

Get it from Amazon for $21.99+ (available in six colors and sizes sizes 6–3X).


A knitted pullover with a unique trim, bright color, and genuinely useful pockets – a piece this perfect should not *also* be so dang cozy but, alas, we’ve found perfection. And you’re gonna look great it in.


Promising review: “I’m very impressed and happy with this sweater. The 100% cotton was a selling point and the unique style sets it apart from the mundane. I am 5ft tall and 143 lbs. It drapes well. The sleeves land perfectly on my wrist and the length comes to just above my knees. The garment has weight and the knitting is fine and dense.” —Eddie

Get it from Amazon for $32.99+ (available in 13 styles and sizes M–L).


Promising review: “I’m happy with this. It look as it does in the picture and it’s made with a quality material.” —Denise Reid

Get it from Amazon for $29.95.


A pair of camo pants with a boyfriend fit that’s sure to look suave and sensational – while also rocking that army vibe, of corps.


Promising review: “I love the construction, print, and zipper/drawstring cuff detail. The pockets are good and practical – my smartphone fits in the front pocket with no problem. This pant does run large – I could’ve gone down a size comfortably.” —Tracy M.

Get them from Elliqui for $98 (available in sizes 14–28).


A versatile batwing pullover that’ll look great off-the-shoulder, tied up, loose, or tucked in. You. Tell. Me.

amazon.com, amazon.com

Promising review: “I love this top! It’s so effortless, perfect for throwing on when you want to look put together and trendy without fussing about your outfit. The quality is really great. I love the fact that it comes in a bunch of colors.” —AlishaFashionista

Get it from Amazon for $19.99+ (available in 11 colors and sizes S–XXL).


A drawstring denim pant with a botanical pattern you don’t always see on a pair of jeans. The best part about these beauties? Once you have these in your life you won’t beleaf how comfortable they are!


Promising review: “The denim is comfortable and the loose tailoring makes me feel good in them. It’s got a nice wide leg print.” —notallunanswered

Get them from Amazon for $32.99.


A color block shirt dress – it’s gonna save you from sweating it this summer *and* have you lookin’ cute as a button while you’re at it.


Promising review: “This shirt is all that if you like asymmetrical tops. Surprisingly, the small fit me (5’2 and 140lbs). The sleeves were a little short on me, which I don’t mind since I am folding them up. The small fit me just a little baggie. It is see through, so an under shirt is a must for me but the fabric did not feel cheap or synthetic.” — D C

Get it from Amazon for $21.99+ (available in five colors and sizes S–XXL).


A loose tie dye tee for showing off your turtle-loving, beach-dreaming, casual and cool self.


Promising review: “This is true to size – it has an oversized fit like on the model. It’s a good quality, trendy tee!” —Ali Rittman

Get it from Amazon for $15.99+ (available in nine colors and sizes XS–XL).


A laid back set sure to look statement-making during the day and feel just as good when you fall asleep in it on a Friday night.

Free People

Promising review: “I ordered a medium and it fits very loose, like I wanted it. I am a size 12 with hips and thighs and the fit is perfect. The material is great! I will order more colors.” —BJeman

Get it from Amazon for $128 (available in four colors and sizes XS–XL).


A high neck sweater dress with some real room for twirlin’ – grab this number and you can show off how cute a big cut can be.


Promising review: “This is a beautiful dress. The material is thick and heavy, enough to allow the dress to hang really well when on. The length of dress and sleeves are perfect! It’s oversized, but doesn’t swallow me. I would strongly recommend this dress.” —Han Khuu

Get it from Amazon for $32.98.


A fuzzy tunic that’s sure to make you all warm and fuzzy inside and out.


Promising review: “This looks super cute when paired with a slip underneath and a pair of tights! It’s not form fitting and slightly shorter than I expected, but it’s fuzzy and soft.” —Haley Salveson

Get it from Amazon for $2.13+ (available in 30 colors and sizes S–3XL).


And finally, a classic pair of Nike sweatpants because oversized clothing is a blessing to our bods and we should all respect where these comfy clothes originated. Plus there’s no better way to spend a Saturday than in these beauts.


Get them from Asos for $60 (available in sizes XS–XL).

You, in your perfectly oversized outfits:


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Reviews have been edited for length and clarity.

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