55 Flattering Outfits That Are Cool As Hell & Under $35 On Amazon

This midi dress proves that thoughtful details can take a simple silhouette to the next level. A ruched bust and scooped square neckline offer plenty of movement, while a smocked waist provides comfort and a hint of shape. The long lantern sleeves create just the right amount of drama, and the A-line cut flows into a ruffled hemline that adds fluidity and lightness. Pair it with everything from flats to knee-high riding boots.

• Available sizes: X-Small — XX-Large
• Available colors: 28

Flare leggings like this pair rarely come with full-functioning pockets, so when you find one that does, you should grab it — and grab it in all the colors you can. These leggings have you covered storage-wise without compromising shape or comfort. Even better, this style comes in a wide size range, with five inseam lengths available for every size, making it easy to find the perfect fit regardless of your height or shape.

• Available sizes: XX-Small — 3X-Large (multiple inseam lengths available)
• Available colors: 34

This ribbed long-sleeve top brings all the cool-girl energy you love, but at a fraction of the price — think: Free People vibes without the blow to your budget. The defined seams on the front create a striking triangle pattern, adding architectural interest. Its soft, stretchy fabric hugs just enough for shape while keeping things comfortable. Pair it with slouchy, low-waist jeans on casual days, tuck it into a skirt for a more polished look, or throw it on with sweatpants for an even more relaxed feel.

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

Y2K vibes in full swing, this off-the-shoulder top plays with angles and drama. The handkerchief hem flutters, while frilly lettuce cuffs add a cheeky, playful finish to the long sleeves. It's lightweight, ombre-printed fabric lets the details shine. Pair it with high-waisted denim or a miniskirt for a look that’s equal parts nostalgic and now.

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

Elevate your everyday denim with these wide-leg jeans. The high-rise waist and soft, stretchy fabric create a comfortable silhouette that moves with you, while the raw-edge hem adds a trendy hint to an otherwise classic design. Flowing freely from the hips down, they offer a relaxed feel without ever looking sloppy, making them equally suited for workdays, weekend outings, or evening plans.

• Available sizes: 2 — 18
• Available colors: 14

Swiss-dotted fabric meets unexpected drama in this blouse. The lightweight material floats away from the body while the high neck features a back tie, letting you adjust for a closer or looser fit. The real showstopper is the loose split sleeves, designed to mimic the look of blooming tulip petals, giving the blouse undeniable main character energy.

• Available sizes: Large Plus — 4X-Large Plus
• Available colors: 11

Breezy, bold, and built for dolce vita living, these striped wide-leg pants, featuring bold vertical stripes, feel like they belong on a sun-soaked terrace overlooking the Amalfi Coast. Lightweight yet polished, they’re the kind of pants you’ll want to slip into with a crisp white tank or linen button-down, whether you’re strolling through cobblestone streets or just channeling that effortless Italian vacation energy from your own neighborhood café.

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

Mix, match, and master effortless layering with this two-piece sweater dress set. A sleek midi dress meets a long-sleeve shrug for instant outfit versatility. The side slit in the dress allows you to move about freely, while the stretchy fabric makes comfort a non-negotiable. This set proves you don’t need a plan to look put-together.

• Available sizes: 0X — 2X
• Available colors: 4

Oversized, fuzzy, and made for peak ease, this sweater brings instant comfort. The long batwing sleeves are designed to give you options — push them up for a slouchy, lived-in vibe or pull them down over your hands when you want extra warmth. Its roomy fit makes it perfect for pairing with leggings, denim, or even layering over dresses, proving that a sweater can be both snuggly and endlessly versatile.

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

These barrel jeans make a compelling case for the trending silhouette. The relaxed leg flares just enough to balance structure and ease, while the mid-rise waist keeps the look modern and wearable. Subtle fading and clean stitching give the denim a polished edge, making it easy to style with everything from chunky sneakers to heeled boots. If you’ve been curious about barrel jeans but hesitant to commit, this pair hits the sweet spot between bold statement and affordability.

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

This short-sleeve isn’t your average tee. The subtle raised wave pattern gives it a little extra oomph, kicking the style factor up a notch without overcomplicating things. Wear it just like you would a classic basic — tucked into jeans, layered under a blazer, or paired with shorts for a casual day out. It’s simple, effortless, and somehow way cooler than your usual go-to.

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

A style that defined early-2000s cool is resurrected in this modern Henley style. Beloved for its effortless vibe, stretchy fit, and classic five-button design, it’s ready to upgrade your basics with some serious nostalgia vibes. Pair it with baggy jeans, loose maxi skirts, or layer under a cardigan to bring a touch of early-aughts charm to your existing wardrobe.

• Available sizes: X-Small — XX-Large
• Available colors: 33

This short-sleeve mini dress embodies the coquette trend, perfect for moments that demand playful elegance and cocktail-ready charm. Five ribbon bows line down the front left seam, creating a subtle wrap illusion that catches the eye. A keyhole at the shoulder introduces just a touch of intrigue, while the classic crew neck and A-line flare keep its overall shape clean and polished. Lean into the formality of the dress with heels for evening gatherings, or try it with flats for daytime soirees.

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

This relaxed-fit cardigan is the kind of layer you can throw on (unbuttoned or buttoned) over literally anything, from jeans and a tee to a slip skirt, and suddenly feel more put-together. The V-neckline gives it a tailored edge, while ribbed cuffs and a coordinating ribbed hem pull the look together. Think of it as the sweater equivalent of a reliable friend — always there when you need it, no matter the occasion.

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

This bodycon long-sleeve top, featuring an elegant boatneck and bell sleeves, is a modern take on a '70s-inspired silhouette. Perfect for layering under a vest or wearing solo with jeans or skirts, it strikes a balance between dramatic and casual with a fitted torso that contrasts with voluminous sleeves. With so many color options — from muted neutrals to bold statement shades — it’s worth scooping up a few colors for any mood, aesthetic, outfit, or season.

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

This oversized shacket is cut from a plush corduroy fabric, while the supporting details — the plaid fleece lining spotted on the collar, cuffs, pocket flaps, and under the arms — bring classic cozy charm. Two functional front flap pockets with button closures provide a convenient place to store your keys, wallet, and lip gloss. It’s perfect for layering over your favorite tees, sweaters, or even transitional summer dresses.

• Available sizes: 16 Plus — 26 Plus
• Available colors: 8

This ribbed-knit tank gives your basics an elevated twist with a chic, rolled mock-neck collar and structured cap sleeves for a clean and polished look. Its mid-weight design is ideal for layering under blazers, cardigans, or even styling on its own with high-waisted trousers. Its versatile design bridges the gap between casual and elevated, so you can wear it from coffee runs to after-work drinks without skipping a beat.

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

Cher Horowitz, is that you? Take a page from “Clueless” with this double-breasted tweed blazer, complete with gold-stamped buttons that scream polished and preppy. The structured, lightly padded shoulders, timeless boxy silhouette, and classic notch lapels add instant sophistication. Layer it over everything from crisp button-downs to lightweight turtlenecks to even cropped T-shirts.

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

Step into workday-ready style with these pull-on trousers that blend structure and comfort. Crafted from textured waffle fabric, they’re soft, stretchy, and thoughtfully suited for all-day wear while featuring front pleats and a wrinkle-free silhouette. Slip them on with no zippers or buttons slowing you down, and take advantage of convenient pockets for your essentials. They’re the kind of work pants that make getting dressed feel smart and painless.

• Available sizes: X-Small — XX-Large (petite inseams available)
• Available colors: 5

A top that works from a.m. to p.m.? Yes, please. This draped satin tank makes the leap from office-ready to after-hours entirely possible. Its fluid, loose fabric skims the body, giving subtle movement without bulkiness, while the mock neck adds an air of refinement. For the corporate girlies, style it with tailored trousers for meetings, then switch to a sleek skirt or jeans for cocktails.

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

Oversized and nonchalantly cool, this button-down shirt exudes relaxed vibes with a polished edge. Its roomy silhouette makes layering a breeze, whether tucked in at the front or left flowing loose. Wear it with shorts that peek out ever so slightly from under the hem, and finish the look with heeled, pointed-toe boots and dark-lens sunnies for that trendy, polished-casual vibe. But in all honesty, you can style this oversized shirt in countless ways without ever growing tired of it.

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

This corduroy shacket adds a playful twist to the typically utilitarian style, featuring a babydoll silhouette that flares out into a ruffled hem. The generous sleeves let you roll them up to the elbow for a breezy, effortless vibe or keep them long for cozy coverage. Pair it with everything from jeans and boots to a flowy dress and sneakers, and suddenly your everyday layering looks feel elevated, whimsical, and a whole lot more charming.

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

Turn heads without even trying in this edgy mock-neck bodysuit. Sheer sleeves and a mesh chest boldly contrast with the solid, opaque torso for maximum visual impact. The streamlined fit tucks flawlessly into pants, skirts, or shorts, giving you a streamlined finish. Whether you’re layering under a blazer for an off-duty boss look or going full-on statement on its own, this bodysuit is pure attitude from collar to hem.

• Available sizes: Small — XX-Large
• Available colors: 18

A cropped baby tee teams up with flare-leg leggings in this two-piece set to create the ultimate comfy-chic ensemble for travel or lounging. The soft, stretchy fabric is designed for all-day wear, while the flared legs and cropped silhouette create a balanced look that doesn’t feel lazy or sloppy. Chunky dad sneakers, an oversized hoodie, or a longline jacket would instantly upgrade the look for airport vibes or weekend errands.

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

This ribbed button-up tank will provide a sleek foundation for a variety of looks. The real fun comes from the buttons, which allow you to customize your style according to your mood. Leave a few at the bottom undone to reveal a hint of midriff, fasten only the middle one for a daring, nothing-underneath statement, or button it all the way to the collar and pair it with a blazer for a sharp, office-ready vibe. If a single piece can feel casual, edgy, or boldly sexy in a snap, it’s more than deserving of a place in your closet.

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

Made from a soft rayon blend with a relaxed fit and loose long sleeves that won’t cling, this top wears like a comfy tee, but with elevated design details. The pleated front adds dimension while the deep, notched V-Neck reads chic and sophisticated. Wear with pleated dress pants for the office or denim jeans for a casual but cute date night look.

• Available sizes: X-Large — 5X-Large Plus
• Available colors: 8

This knit piece isn’t your grandpa’s sweater vest — it’s a statement-maker with room to move. The deep V-neckline and oversized armholes beg for bold layering, whether you’re showing off dramatic sleeves or a sharp collared shirt underneath. Side slits give it a swingy, no-rules edge that turns a simple knit into something you’ll actually want to build an outfit around.

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

Forget subtle, this bodysuit is designed to turn heads and keep them there. A ruched, fold-over neckline hugs just off the shoulders, while the sheer, single-mesh sleeves allow your skin to breathe. With its seamless thong cut and secure snap crotch, it plays nice with whatever bottoms you style it with — from high-waisted denim to vinyl or sequined skirts. Consider it your shortcut to after-dark confidence.

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

Let’s be real — leather pants are not the most comfortable of bottoms. Consider these faux leather leggings instead, which offer the same shimmery (not patent), rocker edge without the stiff, can’t-breathe fit. They’re stretchy, soft on the inside, and move with you, making them a legit option for everything from sitting through a long dinner to dancing all night. Pair them with an oversized sweater for balance, or throw on a blazer and boots when you want that cool polish with zero compromise on comfort.

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

Crochet is having its moment, and this crew-neck proves why. Stripes of zig-zag stitching run alongside floral-inspired motifs that resemble upside-down tulip stems, giving the top a patchwork-meets-cottagecore energy. The mix of patterns feels equal parts artsy and vintage — the kind of thing you’d thrift if you were really lucky. But here it comes, ready to wear with denim cutoffs, slip skirts, or tailored trousers.

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

Glide through your day (and night) in this satin slip skirt. It’s available in dozens of colors to suit whatever mood, outfit, or vibe you’re chasing. The luxe, bias-cut drape of the midi skims the shape of your body, giving movement that feels almost cinematic. Make it the starter piece you reach for first in your wardrobe, adding everything from chunky sneakers and a band tee to heeled tall boots and a statement sweater. Every outfit becomes effortlessly chic the moment you slide into this.

• Available sizes: X-Small — XX-Large
• Available colors: 36

This lace blouse features an intricate and chunky floral pattern. The combination of a soft cotton-blend base and the airy, openwork design of the lace makes it a perfect choice any time of the year. Lightweight yet visually striking, it keeps you cool while bringing texture and dimension to your outfit.

• Available sizes: Small — XX-Large
• Available colors: 16

If you’re craving a refresh from the standard Oxford shirt but still want something just as versatile, this corduroy button-up is your answer. With its rich texture, oversized structure, and cozy weight, it adds a twist to the typical top while keeping the same go-anywhere, do-anything energy you love in a classic button-down. Style it like you would a collared shirt — over a tee, tucked into high-waisted jeans, or hung loose with shorts for a vibe that’s equal parts relaxed and intentional.

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

Master Princess Diana’s iconic off-duty uniform with this oversized shirt and biker shorts set. The boxy, oversized shirt drapes perfectly over the fitted, stretchy shorts, giving you that effortlessly “just threw this on” vibe that somehow reads editorial. Pair with chunky dad sneakers and crew socks or even an oversized blazer and strappy heels, à la the Kardashian sisters, to complete the ensemble.

• Available sizes: Small — XX-Large
• Available colors: 16

This square-knit sweater is all about shape and texture. The poncho-style short sleeves add architectural drama, creating a silhouette that feels equal parts avant-garde and wearable. Ribbed accents at the hem and mock neck tie the textures together, grounding the exaggerated shape with a touch of structure. Throw it over tailored trousers for a high-contrast look or pair it with slouchy denim for street-style energy. Either way, this sweater won’t read as just another layer — it’ll look like the main event.

• Available sizes: Small — X-Large
• Available colors: 16

Perfect for when denim feels a little too expected or too stiff, these cargo pants will deliver. They boast a high-rise fit, a wide-leg cut, and a total of six pockets (including cargo) for a silhouette that feels modern while sticking to its utilitarian roots. Reviewers especially appreciate the comfort that the stretch waist provides.

• Available sizes: X-Small — 4X-Large
• Available colors: 33

A little down-on-the-farm mixed with a lot of puff-sleeve charm, this denim blouse takes the hardworking fabric out of the barn and into the spotlight. The exaggerated sleeves bring a playful sculptural element, transforming a utilitarian staple into a sweet statement top. Pair it with tailored trousers for contrast or double down with denim-on-denim — either way, it’s a piece that turns a “Western classic” into a frilly, femme fashion moment.

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

This oversized crochet cardigan is here to bring texture and a little bit of easy, breezy elegance to your wardrobe. With its lightweight open-knit fabric and roomy silhouette, it’s perfect for layering without weighing you down. Toss it over your swimsuit as a beach cover-up, or shrug it on with a tank and cutoffs when the sun dips and the air cools.

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

At first glance, this skort looks like the sweetest little ruffled skirt — but slip it on and you’ll find the hidden shorts underneath, giving you all the freedom to move without the worry of it flying up. The double-tiered ruffles add playful movement with every step. It also features an adjustable drawstring waist for the perfect fit. For a touch of charm, the ties are finished with two decorative beads, making even the smallest details feel intentional.

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

A statement sweater with serious personality, this chunky knit turns the whimsical nature-inspired leaf motif into full-on textural drama. The round neckline is a master of disguise — wear it off one shoulder, off both, or fully up for a classic crew-neck style. Oversized enough to layer over tanks, tees, or even long sleeves, yet structured enough to maintain its shape, it transforms even the simplest jeans or skirts into a cozy, seasonal look.

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

Dare to go bold with this fully mesh mock-neck long sleeve top, where edge meets artistry. The double-layer fabric ensures you stay covered while maintaining the sheer appeal, preventing any accidental peekaboo moments. Available in striking floral and fierce animal prints, the top invites you to embrace the maximalist within. It can be worn alone, of course, but I think it would also be a fabulous way to add a pop of pattern and color under a basic blazer, leather jacket, or suede coat.

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

Who doesn’t love a good bodycon dress? This unique, long-sleeve ruched mini is no exception. The fun, rounded tulip slit adds a playful peek of leg, giving the silhouette a fresh, unexpected twist. Subtle ruching along the sides adds texture and movement, while the stretchy fabric ensures you can walk, dance, or lounge without restriction. Perfect for cocktails, date nights, or any occasion where you want to feel confident and rake in the compliments.

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

Meet the knit that refuses to blend in with the hoard of other sweaters in your closet. Each angle, seam, and line on this cap-sleeve top feels deliberate. Cut from a sleek, smooth knit fabric, it drapes effortlessly while maintaining a polished look. It’s a layering champion and a minimalist dream all at once; wear it over a button-down, a turtleneck, or nothing at all — the result is an instantly elevated outfit that took seconds to put together.

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

If you’re like me, a thousand times out of a thousand you’d rather be in a dress than pants or jeans — and this midi skirt gets the memo. The buttery-soft fabric moves with you, while the scoop slit above the knee keeps it from ever feeling too stuffy. Throw it on with a tee, easy jacket, and sneakers, sandals, or ankle boots, and call it a day. It’ll prove itself a wardrobe staple that can be dressed up or down.

• Available sizes: XX-Small — 5X
• Available colors: 4

This square scoop-neck crop top can do it all. Pair this cut with athleisure and gymwear, enlist it as a base layer, or sport it with high-waisted denim for a casual night out. The low-cut wide neckline provides a perfect canvas for stacked necklaces or lace bralettes peeking from underneath.

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

A wrap dress that actually lives up to the hype, this short-sleeve midi comes with a sash that’s basically a style chameleon. Tie it in a classic bow at the waist for timeless elegance, knot it off-center for a modern twist, or wrap it around twice to create a sleek, cinched silhouette. Want something more daring? Let it drape loosely and tie at the side for a breezy, asymmetrical vibe.

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

This mock-neck blouse elevates the everyday top with ruched puff sleeves that add volume and pleats around the neckline. The streamlined torso pairs perfectly with jeans, tailored trousers, or even a sleek skirt. It’s a blouse that manages to be both wearable and undeniably eye-catching — something to grab if you need to shake up your wardrobe.

• Available sizes: X-Small — XX-Large
• Available colors: 29

Knits are all about contrast — usually between your cozy top and the rest of your outfit — but this crew-neck cardigan offers contrast entirely within itself. A color-blocked neckline and cuffs pop in a playful, unexpected touch; it’s a simple twist that makes a huge impact. You can’t go wrong with more than a dozen colorways to choose from, but I’m partial to the creamy beige shade with dreamy sky blue detailing pictured above.

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

Typically, sweaters are all about comfort — but rarely about drama and style. This cute knit top flips the script with vintage-inspired flutter sleeves that add a touch of theatrical flair, while the soft, stretchy knit lets you move freely without restriction. Contrasting embroidered stripes trace the layers of sleeves and the collar, giving it a playful, retro-meets-modern vibe.

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

Silky, glossy, and impossible to ignore, this satin button-down takes a wardrobe classic and gives it an instant (and literal) glow-up. The lustrous fabric catches the light with every movement, while the tailored buttons and clean collar keep it sharp enough for the office but sleek enough for after hours. Tuck it into trousers, knot it over jeans, leave partially unbuttoned to show off a sultry bra underneath, or layer it open over a slip dress — the styling possibilities are endless.

• Available sizes: Small — 3X-Large
• Available colors: 13

Elevate your vacation wardrobe with this ruched jumpsuit featuring palazzo-style pants that flow like liquid silk with every step. The defined waist cinches in just enough to provide some shape, while a stretchy back ensures you never sacrifice comfort for style. Perfect for sunset dinners, garden parties, or strolling along cobblestone streets, the wide-leg silhouette adds movement and drama that makes every entrance feel cinematic.

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

If you don’t already have a striped piece in rotation, this short-sleeve knit deserves a spot in your wardrobe. The lightweight, textured fabric makes it easy to wear all day, whether you tuck it into jeans or throw it over a collared shirt. Its relaxed-yet-structured fit pairs effortlessly with everything from tailored trousers to casual denim, and the stripes add just the right amount of Parisian flair to elevate even the simplest outfit.

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

This long-sleeve maxi will keep the romantic, cottagecore-inspired energy alive even in the colder months thanks to its soft knit fabric and relaxed skirt volume, which floats beautifully with every step. A basque waist subtly defines the silhouette without feeling restrictive, while the slight V-neckline, accented with three delicate buttons, adds a touch of charming detail. Layer it under cozy cardigans or wear it solo with boots.

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

Make some room in your coat closet — this faux suede shacket is here to steal the spotlight. Luxurious to the touch yet still lightweight and perfect for layering, it blends polished sophistication with a “I just threw this on” energy. The two oversized front patch pockets are a practical detail, convenient for stashing your phone, keys, or small essentials while adding a utilitarian-chic vibe. With a slightly relaxed fit and cropped cut that pairs beautifully over everything from tees to lightweight sweaters, this jacket adds a soft, lived-in feel to your whole outfit.

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

These wide-leg trousers boast a high-rise waist and front pleats to create a polished silhouette that feels equal parts powerful and modern. The elasticized back waistband keeps comfort in play without sacrificing style. The wide-leg cut flows with every step, making them just as chic in the office as they are paired with sneakers on the weekend. Consider them the workhorse of your closet.

• Available sizes: Small — XX-Large
• Available colors: 16