When the sun comes out, so do my heels.
I’ve always believed that a cute pair of heels can take a summer outfit from comfy to confident in seconds.
Some people think you have to choose between style and comfort, but I promise there’s a sweet spot where both live happily.
I’ve found so many fun, flattering plus size looks that work perfectly with heels, and honestly, I’m a little obsessed.
If you’ve been staring at your closet thinking, “What now?” this might just spark something.
Sleek Black Jumpsuit with Strappy Heels
This outfit features a sleek black sleeveless jumpsuit with a flattering wrap-style top and a tie-waist detail that cinches just right. The tapered leg gives it a clean silhouette, and it’s paired perfectly with open-toe black strappy heels for that extra touch of summer elegance. She finishes the look with a bold red lip, soft waves, and a fun leopard print mini handbag that adds just the right pop of pattern.
I’m obsessed with how effortlessly chic this whole look feels. It’s the kind of outfit that makes you feel powerful the second you zip it up. The all-black combo is timeless, but the leopard bag adds personality without trying too hard. Honestly, it’s giving main character energy while still being comfy enough for a summer stroll or rooftop dinner.
Powder Blue Wrap Jumpsuit with Red Heels
This dreamy summer look is all about bold color contrast and effortless elegance. The powder blue wrap jumpsuit features a soft collar, short sleeves, and a tie-front detail that gives the waist that sweet definition. The wide-leg cut flows beautifully, keeping things breathable and chic. What really turns heads though are the bright red pointed heels and that matching red handbag with a playful star accent. It’s equal parts fun and fierce.
I’m so in love with this color combo. There’s something about soft blue and fire-engine red that just makes a statement without saying a word. The fit of the jumpsuit is flattering in all the right places and still feels easy breezy for summer. And let’s be real… those heels? Instant confidence boost. This is the kind of outfit that makes you feel like a walking power pose.
White Jeans with Lilac Crop Top and Orange Heels
This city-stopping summer outfit brings the bold vibes in the best way. She’s rocking a lilac crop top with thin straps and a playful wrap front, paired with crisp white high-waisted jeans that hit just above the ankle. The real showstopper? Those neon orange pointed heels with a sparkly buckle detail. Add a mini crossbody and oversized reflective shades, and it’s a whole street-style moment.
I can’t get over how fun and fresh this outfit is. The lilac and orange combo is unexpected but somehow works perfectly. It’s giving “I woke up like this” confidence with a splash of sass. I love that it’s playful without being over the top. And honestly, those heels alone could turn a coffee run into a fashion show. This look is just pure joy.
White Sleeveless Jumpsuit with Side Cutouts and Satin Heels
This rooftop-ready outfit is all about clean lines and a little drama. The white sleeveless jumpsuit features a deep V neckline, wide waist tie, and bold side cutouts that add a flirty twist to the classic silhouette. The ankle-length fit keeps it polished, while the silky ivory heels bring just enough shine to make it feel dressy without trying too hard. Add some simple jewelry and it’s golden hour magic.
I adore how this outfit feels like a total confidence booster. There’s something powerful about wearing all white, especially when the fit hugs in all the right places and still lets your skin breathe. Those side cutouts? Such a fun detail. It’s classy with a little sass, which is totally my summer vibe. I’d wear this to a sunset dinner or any night I want to feel like a goddess.
Beige Blazer Romper with Black Heels
This outfit is a power move in summer form. It’s a beige blazer romper with a soft tailored fit and a matching tie belt that pulls the whole look together. The structured shoulders and long sleeves give it polish, while the short hem keeps it flirty and fun. It’s paired with classic black strappy heels that elevate the whole ensemble without stealing the spotlight.
I’m honestly obsessed with this combo. It’s giving boss babe on summer break. The romper makes it feel light and breezy, but the blazer cut adds just enough structure to make it feel like you could walk straight from brunch to a casual meeting. It’s sleek, chic, and secretly so comfy. This is my go-to for when I want to feel stylish without overthinking a thing.
Bold Red Midi Dress with Puff Sleeves and Black Heels
This fiery red midi dress is the kind of outfit that commands attention without saying a word. The dress features a flattering wrap-style bodice, dramatic puff sleeves, and a side tie that defines the waist in the most effortless way. It’s fitted but stretchy, making it perfect for walking through the city or sipping coffee curbside. Paired with simple black ankle-strap heels, it’s a balanced mix of bold and classy.
I live for this type of look. It’s feminine but fierce, and the color just brings the whole thing to life. The puff sleeves add a little drama (in the best way), and the wrap shape is always a win for curves. This outfit makes me feel unstoppable, like I could slay a meeting and still be the best dressed at brunch. Plus, red always makes me feel powerful, and that’s a vibe I want all summer.
All White Belted Jumpsuit with Pointed Heels
This look is a total vision in white. The outfit features a sleeveless jumpsuit with a sharp V-neckline and a wide tie belt that defines the waist just right. The pants are tailored but flowy, cropped at the perfect ankle-skimming length. It’s styled with pointed white heels that keep the whole look clean and elevated, literally and style-wise. With minimal accessories, this outfit speaks for itself.
I honestly can’t get enough of this vibe. It’s giving cool, confident, and completely put together. The all-white palette feels fresh and powerful without trying too hard. I love how it balances structure and ease, and the matching heels make it feel so polished. This is the kind of look I’d throw on for a rooftop event or a sleek city brunch. It just makes me feel like I have my life together, even if I’m winging it.
Puff Sleeve Floral Top with Denim Skirt and Pink Heels
This outfit is pure sunshine. It features a pretty puff sleeve top with a soft floral print that instantly gives that cottagecore-meets-city-girl vibe. The sweetheart neckline adds a lovely feminine touch, and the top is tucked perfectly into a light wash, high-waisted denim skirt that hugs the waist and shows off curves in all the right ways. The hemline is raw and just above the knee, keeping it fresh and summery. She finishes the look with blush pink heels and a matching mini handbag, tying everything together like a scoop of strawberry ice cream on a warm day.
I just love how cute and effortless this look is. It’s got charm, it’s got shape, and it totally works for anything from brunch with the girls to a stroll through the park. The pink heels make it feel a little more elevated without trying too hard, and that floral top? Ugh, I need one in every color. It’s a whole vibe for warm weather days when you want to feel pretty but stay comfy.
Striped Jumpsuit with Hot Pink Sock Heels
This outfit is bold, bright, and completely unapologetic. It features a vibrant striped jumpsuit in juicy shades of orange, coral, and soft yellow. The wrap-style V-neckline flatters the bust, while the wide-leg cropped pants keep it breezy and cool for summer days. The sleeves are short and cuffed for a polished finish, and the fabric drapes beautifully over curves. But the real showstopper? Those hot pink sock heels. They’re sleek, they’re sharp, and they bring the drama in the best way.
I’m obsessed with this combo. It’s got main character energy written all over it. The colors scream summer fun, and the heels add this electric pop that makes the whole look feel modern and fearless. I love how confident and put-together it looks without being stuffy. This is the kind of outfit that turns heads while you’re browsing records or strutting into brunch like you own the weekend.
Off Shoulder Crop Top with Floral Maxi Skirt and Heels
This outfit is what beach daydreams are made of. The off-shoulder white crop top brings all the breezy vibes, with a flirty ruffle neckline that just floats above the shoulders. Paired with a high-waisted floral maxi skirt in crisp white with bold coral-orange blooms and leafy greens, it feels effortlessly elegant. The soft fabric flows with every step, and the slit lets the wind (and those cute nude heels) do their thing. She tops it off with oversized sunnies, a straw hat, and that laid-back, just-got-back-from-the-islands glow.
I adore this look for warm days when I want to feel cute without breaking a sweat. It’s giving “vacation mood activated” but still polished enough to wear for lunch at a beachside café. The skirt is long and flowy but still super flattering, and that off-shoulder top just makes me feel like a summer goddess. Plus, heels at the beach? Yes please, especially when they’re as comfy and chic as these.
Mint Green Cold Shoulder Dress with Nude Heels
This outfit is the definition of garden-party perfect. It features a mint green cold shoulder dress with delicate spaghetti straps and fluttery sleeves that gently frame the arms. The deep V neckline adds a touch of sass, while the flowy skirt hits just above the knee for a twirly, feminine silhouette. Paired with simple nude heels that wrap softly around the ankle, the whole look feels airy, romantic, and super flattering.
I’m honestly in love with how sweet and confident this outfit feels. The soft mint color is such a fresh pick for summer, and it works beautifully with fair skin and red hair. That neckline is flirty without being too much, and the cold shoulder detail is such a fun twist. It’s the kind of dress that makes me want to hold a bouquet even if I’m not in a wedding. And the heels? They’re just the right amount of pretty and practical.
Coral Wrap Maxi Dress with Blush Heels
This outfit is giving warm summer glow in the chicest way possible. The coral maxi dress features a wrap front with a tie at the waist that flatters every curve. The flutter sleeves add a sweet touch, while the soft V neckline keeps things a little flirty. The fabric drapes beautifully and moves effortlessly, and the high-low hem reveals just enough leg to show off those blush pink heels. A woven gold clutch finishes the look with a bit of sparkle and texture.
I love how timeless and radiant this dress feels. The coral color is so fresh and flattering, especially on warmer skin tones. It’s that kind of dress that works for weddings, date nights, rooftop cocktails, you name it. The wrap style makes me feel secure but still stylish, and those heels? Chef’s kiss. They’re comfy enough to wear all night and give just the right lift. Honestly, this is the dress I’d reach for when I want to look like I have my life together… even if I’m just showing up for the sangria.
Mustard Yellow Wrap Dress with Nude Block Heels
This outfit is sunshine in dress form. The mustard yellow wrap dress features short flutter sleeves, a deep V neckline, and a tie waist that cinches just right. The maxi length flows effortlessly with every step, creating that breezy summer goddess moment. She pairs it with nude block heels that are perfect for walking the city streets and a straw basket bag that adds a little rustic charm.
I can’t get over how happy this look makes me feel. The color is bold and bright without being too loud, and the wrap style gives me that flattering shape I always look for. It’s easy, breezy, and totally wearable from morning coffee to golden hour strolls. And let’s be honest, a good pair of block heels is a must when you’re out and about. This is one of those outfits that makes me smile the second I put it on.
Graphic Tee and Denim Shorts with White Block Heels
This outfit is laid-back cool with a splash of retro fun. The cream graphic tee has a colorful, vintage-inspired print and is casually tucked into a pair of high-waisted denim shorts. The shorts are the perfect length, hitting mid-thigh with a raw hem that adds a bit of edge. She finishes the look with white ankle-strap block heels that instantly elevate the whole vibe, plus neon green sunnies that bring the personality front and center.
I seriously love this outfit for casual summer days when I still want to look like I tried. The heels are comfy enough to walk in but give me that extra boost of confidence, and the whole look just feels fun. It’s chill, it’s playful, and it works just as well for brunch with friends as it does for walking around the city with an iced latte in hand. And those sunglasses? I’m officially obsessed.
Rust Orange Wrap Midi Dress with White Pointed Heels
This outfit is all about quiet power and confident simplicity. The rust orange wrap midi dress features a deep V neckline, short sleeves, and a front tie that cinches the waist just right. The fabric has a soft, natural texture that gives it a breezy elegance, and the length hits mid-calf for a sleek, polished silhouette. Paired with crisp white pointed heels, it creates a striking balance between earthy and elevated.
I’m honestly obsessed with how strong and graceful this look feels. The color is warm and rich, like sunset in fabric form. It’s minimal without being boring, and it makes me feel like the boss of whatever rooftop I step onto. Those white heels keep things sharp and fresh, and the whole outfit just moves with a kind of quiet confidence I really love. Perfect for city evenings, rooftop gatherings, or just feeling like your best self.
Orange Fitted Top with Satin Pleated Skirt and Gold Heeled Booties
This outfit is giving golden hour glam in the best possible way. The fitted scoop-neck top in bold orange hugs the curves and brings that fiery summer energy, while the pleated satin midi skirt in a warm champagne tone adds movement and shine with every step. The waistband has just a touch of sparkle, and the gold heeled booties are a whole mood on their own. It’s bright, bold, and beautifully put together.
I seriously cannot get enough of this look. It feels fancy but not fussy, and that skirt catches the light like magic. I love how the orange top pops without clashing and how the booties take it all to a whole other level. This is the kind of outfit that makes me feel like I walked straight out of a style editorial but still comfy enough to sip sweet tea on the porch. It’s confident, colorful, and full of joy.
Striped Midi Skirt with Baby Blue Tank Top and White Heels
This outfit is pure sunshine in pastel form. The light blue spaghetti strap tank top is soft and simple, hugging just right without clinging. It’s tucked into a high-waisted striped midi skirt that’s full of personality, with cheerful vertical lines in pink, blue, and yellow. The skirt hits mid-calf with gentle pleats that add just enough movement. She completes the look with white crisscross heels and a bold yellow handbag that gives the whole outfit a little lemony twist.
I’m completely smitten with how fun and fresh this look feels. The colors are so playful without being over the top, and the whole vibe just screams weekend joy. I love how the skirt makes it feel girly, the tank keeps it cool, and the heels add that polished touch. This is definitely something I’d wear for a stroll through a farmers market or a cute lunch date on a patio. And let’s be honest, that yellow bag is the cherry on top.
Lilac Wrap Blouse with White Wide-Leg Trousers and Blush Heels
This outfit is soft glam at its absolute finest. The flowy lilac blouse features a flattering wrap front and statement sleeves that add just the right amount of drama. It tucks seamlessly into a pair of high-waisted white trousers with a wide-leg silhouette and an oversized tie belt that feels ultra chic. The look is finished off with pointed blush heels and a dainty clutch, creating a beautiful mix of polished and playful.
I love how luxurious this feels without being over the top. The colors are dreamy and feminine, and the shape of the pants gives such a graceful vibe while still being super comfortable. That lilac shade? Total heart eyes. It’s the kind of look I’d reach for if I wanted to impress without trying too hard. Brunch with the girls, dinner on a patio, or just strutting down the street like it’s a runway — this one checks every box.
Patterned Button-Up Shirt with Blush Midi Skirt and Rose Gold Heels
This outfit is giving office-to-outdoor-lunch realness. The button-up shirt features a dainty black and white print that feels classic without being boring. It’s neatly tucked into a flowy blush pink midi skirt with the softest pleats and a romantic silhouette that moves beautifully with every step. The rose gold heels are sleek and strappy, adding a little sparkle without stealing the spotlight. And that tan tote? Totally practical and polished at the same time.
I love how this look strikes the perfect balance between structured and feminine. It’s a great reminder that you don’t have to choose between looking professional and feeling cute. The skirt is so flowy and airy, it honestly feels like a soft breeze wrapped around my legs. And the rose gold heels? Obsessed. They make the outfit feel just a little more special, like I’ve got somewhere fabulous to be… even if it’s just the coffee shop down the block.
Neon Green Shirt Dress with Matching Heels and Bold Accessories
This outfit is not here to whisper. The neon green shirt dress is structured but soft, with a classic button-up collar and a waist tie that adds shape without fuss. The long sleeves are casually rolled, and the midi hem features a front slit for just the right touch of sass. She ties the look together with pointed neon green heels, oversized sunglasses, giant pearl earrings, and a zebra-print mini bag that brings all the attitude.
I’m absolutely living for this look. It’s fearless, fun, and full of personality. The color makes such a bold statement, but the tailored shape keeps it classy. And those accessories? Obsessed. I love how everything feels super styled without being too serious. If I wanted to strut into summer like the main character in my own music video, this would be my moment.
Ruffled Off Shoulder Crop Top with Denim Shorts and Red Heels
This outfit is straight-up beach babe energy. The crisp white off shoulder crop top has layers of playful ruffles that bounce with every breeze, giving off major fun-in-the-sun vibes. It’s paired with classic light wash denim shorts, slightly distressed at the hem for that effortless, lived-in look. And to make things pop? Bright red heels with ankle straps that totally steal the show.
I’m in love with how this look feels like summer bottled into an outfit. It’s flirty, it’s easy, and it’s perfect for warm weather adventures. The ruffles make me feel cute and carefree, and those red heels add just the right amount of spice. If I was heading to a beach boardwalk or a tropical lunch spot, this would 100% be the fit. It’s one of those combos that just makes me feel good the second I put it on.
Light Blue Button-Up with Tan Wide-Leg Pants and Brown Heels
This outfit is the definition of effortless polish. The light blue button-up shirt has a relaxed fit with rolled sleeves, giving it that breezy, lived-in charm. It’s tucked into a pair of high-waisted tan wide-leg trousers that hit just above the ankle, creating a soft silhouette with plenty of room to move. The look is pulled together with classic brown open-toe heels that add a touch of height without sacrificing comfort.
I love how grounded and graceful this outfit feels. It’s calm, classy, and perfect for warm days when I want to look put together without overheating. The color combo is so soft and sophisticated, and those wide-leg pants make me feel like I’m floating through the day. It’s an easy yes for work meetings, afternoon strolls, or just stepping outside and feeling like I’ve got my life totally together.
Mint Button-Up Shirt with Beige Pencil Skirt and Brown Heels
This outfit is giving timeless vintage charm with a fresh summer twist. The tucked-in mint green button-up is crisp and flattering, with short sleeves and front pockets that add a casual touch. It pairs beautifully with a fitted beige pencil skirt that hugs the waist and curves like a dream. A brown belt adds structure and balance, while the matching brown heels complete the look with just the right lift. And yes, the sunflowers in the bike basket are absolutely part of the vibe.
I adore how sweet and polished this look feels. It’s romantic without being fussy, and it gives me those countryside-picnic-meets-city-stroll vibes. The pencil skirt makes me feel confident and pulled together, while the soft mint shade keeps everything light and breezy. It’s totally the kind of outfit I’d wear when I want to look cute and classic but still feel relaxed enough to grab an ice cream or take the long way home.
Lavender Tie Waist Jumpsuit with White Heeled Sandals
This outfit is summer simplicity at its cutest. The lightweight lavender jumpsuit features a flattering V-neckline and a waist tie that cinches in all the right places. The short sleeves and cropped wide legs keep it airy and cool, while the soft fabric adds that effortless drape. She pairs it with white heeled sandals that bring just the right amount of polish, and the straw hat in hand adds a playful, vacation-ready vibe.
I’m absolutely obsessed with how breezy and easy this look feels. It’s one of those outfits that does all the work for you. I can just throw it on, add a cute pair of heels, and instantly feel stylish without any fuss. The lavender color is soft and flattering, and the tie waist makes it feel so put together. Honestly, this is my dream outfit for a Saturday stroll, iced coffee in hand, sun shining, and nowhere to be except exactly where I want.
Mustard Blouse with Cream Pleated Skirt and Floral Heels
This outfit is basically brunch in clothing form. The mustard yellow blouse is soft and flowy with a front tie that adds just enough detail without being too much. It’s paired with a dreamy cream pleated midi skirt that moves like a breeze and gives major twirl potential. But the real star moment? The floral heels. They’re colorful, fun, and tie the whole look together in the most cheerful way possible.
I’m seriously obsessed with this combo. The colors feel happy and bold without trying too hard, and the pleats make the whole outfit feel like a celebration. I love that it’s comfortable but still has that polished, put-together energy. The heels add the perfect pop and make me feel like I’m walking into a café commercial. Honestly, this is one of those outfits that makes me want to take the long way home just to be seen in it.