55 Loose-Fitting Outfits That Are So Chic & Flattering

If stiff denim has been ruining your day, these palazzo pants are the answer. The wide-leg cut gives you plenty of room to move, while the soft, flowy fabric keeps things breathable for long hours out and about. A drawstring elastic waistband helps everything sit comfortably without digging in. They’re easy with tanks, tees, or lightweight knits when you want comfort without defaulting to leggings or sloppy sweatpants.

• Available sizes: Small — XX-Large
• Available colors: 20

Cut from a lightweight linen-cotton blend with a contrast square neckline, this dress is chic to its core. The relaxed maxi silhouette falls loosely without looking shapeless, making it ideal for daytime plans and dinner dates. Wear it solo with sandals, or throw on a cardigan when the temperature drops.

• Available sizes: X-Small — XX-Large
• Available colors: 4

Practical, wearable, and surprisingly versatile for something that requires almost no outfit planning at all, these denim overalls are a wardrobe winner. The relaxed, baggy silhouette is easy to wear and layer over tees and tanks. “Love these denim overalls!” one reviewer gushed. “The adjustable straps make the fit easy and comfortable [...] The denim feels sturdy yet soft, and they’re perfect for casual everyday wear.”

• Available sizes: X-Small — XX-Large
• Available colors: 4

Some tops just do the work for you, and this peplum style is one of them. The puff sleeves and high ruffle neck add structure up top, while the pleated babydoll shape and 100% cotton fabric keeps everything else loose and comfortable. A V-neckline helps balance the volume, so it doesn’t feel overwhelming. It’s an easy swap for a basic tee when you want something relaxed but not boring.

• Available sizes: Small — XX-Large
• Available colors: 13

This A-line midi is one of those pieces that quietly works with almost everything in your closet. This one sits high and comfortably at the waist — thanks to a stretchy elastic waistband — and flows into flexible, swingy pleats. The length feels wearable for everyday plans, and the shape pairs well with tees, knits, or tanks, depending on the season. Pair it with a simple top and make a statement.

• Available sizes: X-Small — XX-Large
• Available colors: 15

This cotton maxi shirt dress is one of those pieces that always makes sense. It serves as an instant one-and-done outfit that won’t ever cling, but if you’re seeking more shape, add a belt to cinch the waist for an equally polished and comfortable look. The longer length adds versatility, while the relaxed fit makes it comfortable enough for long days that don’t involve sitting still.

• Available sizes: X-Small — 3X-Large
• Available colors: 9

Some days you just want your clothes to feel like next to nothing, and that’s when to reach for this airy top. The lightweight, loose-fitting babydoll silhouette gives you space without feeling shapeless. Crafted from a breathable skin-friendly cotton blend, it features a delicate tie-front scoop neck with smocked and ruffled detailing along the short sleeves. It pairs easily with denim, trousers, or skirts when you want something easy but still cute.

• Available sizes: Small — XX-Large
• Available colors: 17

Not all trousers are created equal, and this pair proves it. The pleated high-rise waist provides shape and structure, while the wide leg keeps things comfortable and flexible throughout the day. They’re appropriate for work without trapping you in stiff fabric. Style them with fitted tops or soft knits, and suddenly getting dressed and looking polished feels effortless.

• Available sizes: Small — XX-Large
• Available colors: 17

Upgrade your entire wardrobe this oversized pullover sweater. The cashmere-blend knit feels soft against the skin, and the roomy fit leaves room to layer without swallowing you whole. Ribbed hems help it hold its shape, even when worn loose. It pairs especially well with sleek trousers, skirts, and equally relaxed denim.

• Available sizes: X-Small — X-Large
• Available colors: 15

Instead of crisp and stiff, this button-down leans soft and fluid. The satin fabric drapes easily when worn loose or partially tucked, creating movement without clinging. A classic collar and buttoned cuffs keep it versatile for workdays, but the relaxed fit makes it just as wearable with denim. It’s a good option when cotton shirts feel too rigid.

• Available sizes: Small — XX-Large
• Available colors: 20

Denim days feel better when you’re not fighting your pants. The high-rise waist on this pair offers support, while the wide leg gives you space to move comfortably. The fabric has enough structure to hold its shape, so they don’t feel sloppy. They work with everything from cropped knits to oversized shirts and still feel current without trying too hard.

• Available sizes: 2 — 20
• Available colors: 8

This top quietly does more than your average tee. The cap sleeves provide a little extra coverage, structure, and air circulation. It offers a loose fit that tucks neatly into pants and skirts without bunching, which makes it great for layering. You might want to stock up; it’ll be an easy go-to when you want something simple that still feels a little elevated.

• Available sizes: Small — XX-Large
• Available colors: 30

Minimalist and sleek, this sleeveless mini dress makes it effortless to look chic. It’s made from a lightweight linen-cotton blend with a relaxed yet streamlined fit and a deep V-neck. Throw on a simple pair of ballet flats, and you’re out the door. It’s reliable, low-effort, and doesn’t require overthinking.

• Available sizes: X-Small — X-Large
• Available colors: 4

This cable-knit sweater has a roomy fit that doesn’t feel restrictive, and textured stitching that adds visual interest. Whether you layer it or wear it solo, it’s perfect for styling with jeans, leggings, or even a slip skirt when you want cozy without feeling swallowed. “This is the best chunky sweater I own. It’s just big enough where you don’t feel uncomfortable. I want to buy another one in a different color,” one shopper shared.

• Available sizes: X-Small — X-Large
• Available colors: 10

Layering gets way easier with this sweater vest in the mix. The oversized cut leaves room to breathe, while the ribbed knit adds texture. Wear it over a button-down for extra coverage or on its own when it’s warm enough. It’s lightweight, flexible, and great for changing things up when you’re bored with traditional sweaters.

• Available sizes: Small — XX-Large
• Available colors: 24

Featuring a classic crew neck and button-up front, this cardigan is the kind you’ll reach for without even thinking. The chunky knit adds warmth, but the slouchy fit and drop shoulders keep it comfortable for all-day wear. It layers easily over tanks, tees, or dresses offering outfits that cozy, thrown-on feel without looking like you tried too hard.

• Available sizes: X-Small — XX-Large
• Available colors: 21

Relaxed denim doesn’t have to feel heavy, and this pair feels anything but. They’re designed with a cropped length, rolled cuffs, and a boyfriend fit that gives you room to move comfortably while providing a vintage-inspired, laid-back look. They sit easily at the waist and work just as well with fitted tops as oversized layers. Consider them a solid option for days when skinny jeans sound like a nightmare, but you still want structure.

• Available sizes: 4 — 18
• Available colors: 13

When going for both chic and relaxed, this button-down definitely delivers. The oversized silhouette feels modern and easygoing, whether it’s buttoned up, half-tucked, or layered over a tank, while the structured fabric keeps it from feeling sloppy. Enlist it as a year-round layer for the office and beyond.

• Available sizes: X-Small — 5X-Large
• Available colors: 18

This mock-neck top proves that clean lines and an understated style go a long way. The neckline gives a little sophistication and structure, while the sleeveless cut is great for everyday wear. Made from a lightweight wool blend, it layers smoothly under cardigans or jackets when temperatures drop, and pairs well with wide-leg pants, skirts, or denim without competing for attention.

• Available sizes: X-Small — XX-Large
• Available colors: 23

This linen tank top feels light and airy, with a relaxed cut that doesn’t cling. The cropped length is especially great for pairing with high-waisted pants or skirts, and the viscose-linen blend makes this pick comfy and skin-friendly. Its high-neck silhouette is simple from the front, but turn around, and the back boasts a decorative button-down design.

• Available sizes: X-Small — XX-Large
• Available colors: 19

Movement is the main draw here. These pleated wide-leg trousers flow easily as you walk. With a high-waisted fit, belt loops, and pockets, they’re a great alternative to jeans when you want something looser but still wearable and polished. Add these to your workwear collection, and you may come back for more colors.

• Available sizes: X-Small — 2X (available in multiple lengths)
• Available colors: 29

Add some excitement to your top rotation with this minimal, modern top, showcasing a sculptural inverted-V design that creates a soft shirred silhouette. The gathered detailing adds movement and volume, so it's flowy without feeling frumpy. A little more interesting than a standard tank, it works especially well with straight-leg pants or skirts and gives you an easy break from fitted basics.

• Available sizes: Small — X-Large
• Available colors: 10

Some dresses just work for almost everything, and this breezy, short-sleeve maxi is one of them. The surplice neckline creates an easy-to-wear shape, while the soft fabric drapes comfortably. The maxi length gives coverage without weighing you down, making it a reliable option when you want something relaxed that still feels appropriate for plans beyond the couch.

• Available sizes: X-Small — XX-Large
• Available colors: 15

When your brain is tired but you still want to leave the house, this wide-leg jumpsuit is the answer. The relaxed, one-piece design takes all the guesswork out of putting together a complete outfit, while the cropped wide legs give you room to move comfortably no matter where the day takes you. It’s easy without feeling lazy, works with sneakers or sandals, and somehow always looks like you had a plan.

• Available sizes: Small — XX-Large
• Available colors: 20

This jumpsuit feels free and comfortable, especially on days when pants feel too restrictive and dresses feel annoying. A high neck, fitted bodice with a sleeveless cut, and pleated wide legs combine for an effortlessly elegant look. Since the silhouette does most of the styling work for you, all you need is simple shoes and maybe a bag.

• Available sizes: Small — XX-Large
• Available colors: 23

The drape on this midi skirt is doing a lot of heavy lifting. The satin fabric moves smoothly as you walk, giving outfits a softer feel even when you keep the rest simple. It sits comfortably at the waist and works with relaxed tees, knits, or button-downs. It’s a great option for days when you want something fluid instead of stiff or structured.

• Available sizes: X-Small — XX-Large
• Available colors: 37

Not every day calls for a full sweater, and this short-sleeve style hits that in-between sweet spot. The short sleeves make it easy to wear as a top or layer, while the lightweight knit and loose fit keep it comfortable for long stretches. Button it up, wear it open, or toss it over a dress. It’s especially good for unpredictable weather.

• Available sizes: Small — X-Large
• Available colors: 5

This halter-neck jumpsuit is the definition of easy elegance. It features an airy open-back silhouette and flowy, wide legs that make this piece look more like a dress from certain angles than a jumpsuit. The chiffon fabric drapes effortlessly, so you’ll stay comfy whether you’re sitting through dinner, running errands, or sneaking in a little dance. And, thanks to its double-lining, you won’t have to worry about it being see-through.

• Available sizes: Small — X-Large
• Available colors: 9

If comfort is the priority, these pants understand the assignment. The wide, flowy legs and buttery-soft fabric make them feel almost pajama-level comfortable while still passing as real clothes. They also feature a wide, supportive waistband. Style these with tanks, tees, or lightweight sweaters.

• Available sizes: Small — 3X-Large
• Available colors: 54

Looking for something crisp and relaxed? Grab this button-down ASAP. The oversized fit gives you breathing room, while the poplin fabric keeps it feeling structured enough to wear anywhere. Wear it loose, half-tucked, or layered over a tank like a light jacket. It’s the kind of piece that works year-round and never feels out of place. You can also choose from a cropped-length option for something more trend-forward.

• Available sizes: XX-Small — XX-Large (available in cropped & regular lengths)
• Available colors: 5

Asymmetrical details are an easy way to make an outfit feel styled without adding extra layers, and that’s exactly what stands out in this matching set. The top has a slightly unexpected cut that keeps it interesting, while the relaxed fabric of both pieces makes it comfortable enough for all-day wear. Worn together, it reads as a full look. Worn separately, each piece plays well with basics you already own.

• Available sizes: Small — XX-Large
• Available colors: 8

A little lace goes a long way, especially when the rest of your outfit is simple. This tank adds texture without feeling overdone and works well on its own or layered under cardigans and button-downs. It’s lightweight, easy to style, and perfect for when you want to make jeans and a top feel slightly more interesting without changing your whole look.

• Available sizes: X-Small — 4X-Large
• Available colors: 20

This V-neck jumpsuit exists at the intersection of comfort and style. Designed to feel breezy and a little baggy, it boasts a cling-free fit, wide-leg silhouette, and wide shoulder straps; Just add a belt around the waist when you want a more tailored shape. It’s easy to wear during the day with sneakers, then switch to flats or sandals without changing anything else.

• Available sizes: Small — XX-Large
• Available colors: 14

Texture is doing a lot of the work here. The chunky knit gives this sweater a cozy, substantial feel without weighing you down. It features an oversized fit, drop shoulders, and a ribbed high neck, making it slightly more elevated than the existing knits in your wardrobe. “LOVE! My favorite sweater for elevated everyday comfort! So soft and great quality for the price!” one shopper raved.

• Available sizes: Small — XX-Large
• Available colors: 20

Cargo pants don’t have to feel heavy or overly utilitarian. The ultra-high waist, pleats, and belt loops on this pair give them structure and polish, while the roomy legs keep things comfortable and dial up the drama a notch. They serve as a solid break from denim when you still want something casual and wearable.

• Available sizes: 4 — 18
• Available colors: 12

Light, flowy, and easy to wear, this cropped babydoll top is great for days when tight layers aren’t the vibe. The pleating adds texture, while the loose shape keeps it breathable and comfortable. It works with jeans, trousers, or skirts and adds variety to your rotation without feeling fussy. Perfect for warm days or layering under cardigans when it cools off.

• Available sizes: Small — X-Large
• Available colors: 12

This sweater is the kind of layer you keep on the back of your chair because you’re always reaching for it. Featuring a delicate crochet knit and an airy open design, it’s light enough to wear indoors (and in the summer) but still adds a little coverage when you need it. With a mid-thigh length, it slips on easily over tanks, tees, or dresses without feeling bulky, making it a go-to for unpredictable weather or over-air-conditioned rooms.

• Available sizes: Small — XX-Large
• Available colors: 27

Simple, reliable, and with repeat-wear energy, this V-neck maxi dress is one of those pieces that make getting dressed feel painless. It has a relaxed fit that’s comfortable enough for everyday wear, with an elegant neckline that keeps it from feeling too basic. It works just as well with sandals for daytime plans as it does with heels and a slicked-back bun for dinner.

• Available sizes: X-Small — XX-Large
• Available colors: 6

Gingham instantly brings some personality to any wardrobe, and these flowy bottoms are a fashion-forward way to incorporate the print into yours. They’re a lightweight, breathable, and comfortable option, especially when jeans feel too basic. Style them with a plain tank or tee and let the pattern do its thing.

• Available sizes: X-Small — XX-Large
• Available colors: 8

Sheer layers can be perfect when you want to switch things up without changing your whole outfit. The lightweight mesh on this tee layers comfortably over tanks or bralettes and slips easily under jackets or dresses without feeling bulky. With a 3D printed floral design, it adds just enough texture to everyday basics, giving your usual jeans-and-tee combo a little more excitement.

• Available sizes: Small — X-Large
• Available colors: 8

Made from a stretchy cotton blend, this patch-pocket pair of denim feels relaxed through the leg, which makes them comfortable for long days, but still structured enough to hold their shape. They work with cropped knits, oversized shirts, or fitted tanks, making them an easy everyday option when you want denim that doesn’t feel stiff or restrictive.

• Available sizes: 2 — 18
• Available colors: 12

Consider this oversized cardigan basically a comfortable, wearable blanket. With a button-up front, V-neck, and ribbed detailing, it layers easily over just about anything and is a polished option to reach for when the AC gets too chilly at the office. It adds softness and warmth without making outfits feel overdone, which is exactly what you want from a go-to layer.

• Available sizes: X-Small — X-Large
• Available colors: 11

This blouse proves that florals can actually be groundbreaking. The loose fit makes it comfortable for all-day wear, while the print adds just enough of a pop to break up jeans or trousers. The lantern sleeves and smocked cuffs add a little something extra. It’s a great option when you want to move beyond basics without reaching for something too loud.

• Available sizes: Small — X-Large
• Available colors: 12

Overalls are having a moment again, and this loose-fitting pair keeps things comfortable and casual. They’re great layered over tanks or tees and give you a one-and-done outfit with very little effort. Perfect for errands, weekend plans, or days when you just want to be comfortable and move freely.

• Available sizes: X-Small — 5X-Large
• Available colors: 22

Stripes are the statement, giving this oversized knit a little extra personality. It’s designed with flared long sleeves, an oversized fit, and a contrast color-block design. The soft knit is the perfect weight, feeling substantial without completely weighing you down. It works just as well with leggings as it does with trousers for something more polished.

• Available sizes: Small — X-Large
• Available colors: 15

This maxi T-shirt dress is the ideal throw-on-and-go outfit, which feels easy and relaxed for everyday plans. It’s designed with thoughtful details, like a triangle patch under the arms and side pockets for convenience. It works well with sneakers during the day or heels when you want a little more polish.

• Available sizes: XX-Small — 4X-Large
• Available colors: 52

Layering gets a lot easier when pieces don’t feel bulky, and this V-neck sweater vest fits the bill. With an oversized fit and high-low ribbed hem, it slips easily over button-downs or tees and still looks good worn on its own. Choose from dozens of patterns — all of which add interest to even the simplest outfits.

• Available sizes: Small — X-Large
• Available colors: 32

Dress pants that actually feel comfortable are hard to come by, which is why this pair stands out. They have enough stretch to move with you throughout the day while still looking clean and wearable. Great for work, travel, or days when jeans feel like too much effort.

• Available sizes: X-Small — XX-Large (available in petite & standard)
• Available colors: 7

Details make all the difference, and the smocked cuffs here give this classic silhouette a little something extra. The relaxed fit keeps it comfortable, while the structure makes it easy to wear tucked, half-tucked, or open over a tank. It’s one of those shirts that quietly upgrades simple outfits without requiring any extra effort or styling tricks.

• Available sizes: X-Small — 3X-Large
• Available colors: 18

Sleeves are the star of the show of this top. Their billowy lantern shape adds movement and gives the whole top a more interesting silhouette, while the satin fabric provides a soft and and fluid drape. It’s a great option when you want something dressier than a tee but still comfortable enough to wear for hours.

• Available sizes: Small — XX-Large
• Available colors: 49

Leopard print always makes a statement, and this romper makes it easy to wear. It’s relaxed enough for everyday comfort while still feeling fun, boasting airy three-quarter-length sleeves, a deep V-neck, and a cinched tie waist. Reach for it the next time you want a look that’s bold but don’t want to build an outfit from scratch.

• Available sizes: Small — XX-Large
• Available colors: 7

These linen palazzo pants are a polished way to remain comfortable — even in warmer temps. The wide-leg cut keeps air flowing, while the lightweight fabric makes them comfortable enough for long days out. They pair easily with tanks, tees, or cropped tops and feel especially good when jeans are officially off the table.

• Available sizes: X-Small — XX-Large
• Available colors: 17

At first glance, it looks like any other oversized basic, but the ribbed texture is what sets this tee apart. It offers a lived-in feel without looking sloppy, and it drapes nicely instead of clinging. Easy to wear with jeans, trousers, or skirts, it’s the kind of top you reach for when you want comfort but still want your outfit to feel considered.

• Available sizes: Small — 3X-Large
• Available colors: 17

Jumpsuits are a one-and-done dream, especially when the fit is loose and comfortable like on this one. It’s easy to throw on for errands, travel, or laid-back plans. Add sneakers or sandals, and you’re good to go — no layering or styling stress required.

• Available sizes: Small — XX-Large
• Available colors: 13

Two truths here: Matching sets always feel satisfying, and this tunic-and-shorts combo is especially easy to wear. The knit fabric keeps it comfortable, whether you’re lounging or heading out casually. Wear the pieces together for a full look, or mix them into your wardrobe separately for even more options.

• Available sizes: Small — X-Large
• Available colors: 13