summer streetstyle OOTD
STYLE

30+ Pretty Summer Streetstyle OOTD Ideas

This article has only the very best summer streetstyle ootd ideas to share.

If you always feel like you don’t have anything cute to wear even after shopping a lot, it might be because you’re getting caught up in fleeting trends instead of picking some go-to pieces for your summer street style outfits.

Shopping without intention can lead to a closet full of “cool” items that don’t work together.

The truth is, people often confuse shopping for novelty with building an actual wardrobe. If you’re always chasing newness or buying impulse items, you’ll always feel like you’re missing something.

And if every item is loud, you’ll never have a cohesive collection of streetstyle summer OOTD essentials to fall back on.

Mixing prints and patterns in a summer streetstyle OOTD without looking like a hot mess is all about finding a common thread between the pieces. You want them to vibe together, not clash like they’re fighting for attention.

So, pick one print to be the star of your summer streetstyle OOTD and let the other one play a supporting role.

Maybe it’s stripes with a floral print, but the colors subtly match, or you keep one pattern bold and the other one more chill.

Another trick is to stick to prints in the same color family. If both patterns share a similar palette, it’ll make your summer streetstyle OOTD look more intentional and less like you threw on whatever was clean.

Or, you can go for scale—mix a small print with a larger one so they complement each other without overwhelming your whole look.

It’s about balance, and once you nail that, your summer streetstyle OOTD will come together like it’s straight out of a lookbook.

Pretty with a touch of “boy-ish” summer streetstyle ootd

For someone who likes looking pretty but wants that slight “boy” edge in their summer streetstyle OOTD, it’s all about mixing feminine pieces with a little bit of masculine charm. First, you’ll need a few essentials that work across different summer streetstyle OOTD vibes.

  • Oversized White Tee: You can pair this with anything from tailored shorts to a floral skirt, letting the loose, boyish fit balance out the “pretty” element.
  • High-Waisted Denim Shorts: These give off a casual, laid-back summer streetstyle OOTD vibe, and they’re perfect with tucked-in blouses or crop tops that lean more feminine.
  • Fitted Tank Tops: Super simple, but with the right accessories or an oversized jacket, you can make this basic piece part of any summer streetstyle OOTD that hits that pretty-but-boyish mark.
  • Menswear-Inspired Blazer: Lightweight, slightly oversized, and perfect to throw over a sundress or more tailored shorts. It’s the ultimate mix of pretty and boyish for a solid summer streetstyle OOTD.
  • Chunky Sneakers: They balance out any girly elements, like a slip dress, and help pull your whole summer streetstyle OOTD together with a bit of an edge.
  • Utility Pants: These add that cool, boyish vibe while still giving you room to style them in ways that feel pretty, like with a lace top or more delicate accessories.

Fitted Button Vest Jackets

First up: throw on that fitted button vest jacket like it’s no big deal and pair it with high-waisted denim shorts—ripped, obviously.

You want that casual “I just threw this on” energy for your summer streetstyle OOTD. Add a graphic tee underneath that’s got a cheeky logo or a minimal design. Finish the look with some white sneakers (or even better, some beat-up Converse).

It’s that effortless mix of tomboy vibes wrapped up in a little girly twist, especially if you tuck a few tiny braids into your hair.

For the second look, let’s take things up a notch: fitted vest jacket meets a breezy mini sundress.

Choose a floral print that feels fresh, but not too sweet—it’s all about balance here. Button up the vest halfway for a structured contrast against the flowy fabric, making it perfect for a summer streetstyle OOTD that’s just a little extra.

Now, lace up some combat boots to ground the whole thing and keep it from floating too far into frilly territory.

Lastly, if you’re feeling bold, layer the vest jacket over a fitted crop top (bonus points if it’s ribbed), then grab your trusty wide-leg pants—cargo style for that slight utilitarian edge.

This mix is ideal for a summer streetstyle OOTD with a tomboy-meets-girly-girl twist. Slip into chunky sandals or platform loafers to add some height, and you’re street-style ready.

Play with small touches, like a bright lip or slicked-back ponytail, to pull the whole look together.

You can also style them like this:

  • Casual Chic: Slip into a white tee and denim shorts, then top it off with your vest. Add some sneakers or sandals, and voilà – you’re effortlessly cool and ready for anything.
  • Office Ready: Transform your work look by layering your vest over a crisp button-down shirt and tailored trousers. Finish with loafers or low heels, and you’re the epitome of professional chic without breaking a sweat.
  • Boho Vibes: Channel your inner free spirit by wearing your vest over a flowy maxi dress. Layer on some necklaces and strappy sandals, and you’re all set for a bohemian adventure.
  • Monochrome Magic: Go for a sleek, elongated look by matching your vest with similar shades. It’s a simple trick that packs a stylish punch.
  • Edgy Ensemble: Pair your vest with a graphic tee and ripped jeans. Throw on some ankle boots and a statement belt, and you’ve got an edgy, street-style vibe that’s hard to beat.
  • Layering Game: Use your vest as a layering piece over a lightweight sweater or long-sleeve top for those cooler summer evenings. It’s the perfect blend of style and practicality.
  • Accessorize: Don’t forget the finishing touches! A stylish hat, sunglasses, and a statement bag can take your vest outfit from great to fabulous.
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crisp white poplin set— breathable, soft and skin-friendly fabric, sleeveless with those cute buttons and matching shorts are just what you need for that fresh, breezy look.

And can we talk about how that necklace and bangleset add just the right amount of zazz?

Then there’s our gal on the right, totally nailing the beige romper trend. It’s the perfect piece for an effortless transition from a day in the sun to an evening out. And that handwoven boho bag? It’s the statement accessory of the season, trust me.

Shorts for that Summer Streetstyle OOTD Look

High-Waisted Shorts: The Retro Revival

High-waisted shorts are a blast from the past, bringing that vintage charm right into your summer wardrobe.

High-waisted shorts gained popularity in the 1940s and 1950s, often seen on pin-up girls and Hollywood starlets. They made a huge comeback in the 1980s and have remained a fashion staple ever since.

These shorts sit comfortably at your natural waist, accentuating your curves and giving you that hourglass silhouette.

They come in a rainbow of colors – from classic denim blues to vibrant reds, pastel pinks, and even bold patterns like polka dots and florals.

High-waisted shorts are not just about looks; they’re incredibly versatile. They can be dressed up or down, making them perfect for any summer occasion. Plus, they’re super flattering, giving you legs for days!

Girly Girls should pair them with a cute crop top or a flowy blouse.

Styling Tips:

  • Retro Chic: Pair your high-waisted shorts with a tucked-in graphic tee and some chunky sneakers. Add a pair of oversized sunglasses and a headband for that ultimate retro vibe.
  • Boho Beauty: Go for a bohemian look by pairing them with a crochet top and some gladiator sandals. Layer on some beaded necklaces and bracelets.
  • Edgy Twist: Combine them with a leather jacket and a band tee. Finish the look with combat boots and a choker necklace.

Accessorize for Summer:

  • In the Heat: Opt for a wide-brimmed hat, some stylish sunglasses, and a lightweight scarf.
  • Out of the Heat: Throw on a denim jacket or a lightweight cardigan for those cooler evenings.

Paperbag Waist Shorts: The Cinched Sensation

Paperbag waist shorts became popular in the 1980s, known for their unique silhouette. They’ve made a stylish comeback in recent years, becoming a favorite for their blend of comfort and chic design.

These shorts are cinched at the waist, often with a belt or a tie, creating a ruffled effect at the top. They come in a variety of fabrics and colors, from earthy tones like khaki and olive to bright hues like coral and turquoise.

Why Wear Them? These shorts are all about comfort without sacrificing style. The cinched waist adds a chic touch, making them perfect for both casual and dressy occasions.

Girly girls should wear paperbag waist shorts paired with a fitted top to balance the volume and add some cute sandals.

  • Casual Cool: Pair them with a tucked-in tank top and some espadrilles. Add a straw hat and a crossbody bag for a laid-back look.
  • Sophisticated Style: Wear them with a button-down shirt and some loafers. Add a statement necklace and a structured handbag.
  • Festival Fun: Combine them with a fringed top and some ankle boots. Don’t forget the flower crown and layered jewelry.

Accessorize for Summer:

  • In the Heat: Go for a floppy hat, some aviator sunglasses, and a lightweight kimono.
  • Out of the Heat: Layer with a light sweater or a denim jacket.

Skorts: The Best of Both Worlds

Skorts first gained popularity in the 1960s as a practical alternative to skirts for active women.

They’ve evolved over the years, becoming a fashionable choice for those who want the best of both worlds. Skorts are the ultimate fusion of skirts and shorts, so you get the feminine look of a skirt with the practicality of shorts.

They come in various styles and colors, from sporty to dressy, and in fabrics like denim, cotton, and even silk.

Why Wear Them? Skorts are perfect for active days when you want to look stylish without worrying about wardrobe malfunctions; dressed up or down.

Girly girls will love skorts! Pair them with a cute blouse or a fitted top.

Styling ideas?

  • Pair your skort with a sporty crop top and some sneakers. Add a baseball cap and a backpack for an athletic look.
  • Wear them with a silk blouse and some ballet flats. Add a pearl necklace and a clutch for a sophisticated touch.
  • Combine them with a graphic tee and some slip-on shoes. Add a denim jacket and a tote bag for a relaxed vibe.

Accessorize for Summer:

  • In the Heat: Opt for a visor, some stylish sunglasses, and a lightweight scarf.
  • Out of the Heat: Layer with a cardigan or a light blazer.

Bermuda Denim Shorts

It’s not summer if we’re not wearing Bermuda denim shorts.

Bermuda denim shorts are a summer yes because they’ offer the perfect mix of comfort and style’re just so comfortable and so so stylish no matter what you’re wearing them to.

They also provide more coverage than shorter shorts, making them ideal for grown-up occasions, even if it’s just a casual outing with your fave aunt on your dad’s side.

Classic blue denim is always a favorite, but you can also find them in black, white, and even pastel hues for a fun twist.

Distressed finishes, acid washes, and clean-cut styles offer plenty of choices to suit your personal taste.

Bermuda denim shorts have seen so many trends over the years. In the ’90s, they were often paired with oversized tees and sneakers for a laid-back vibe.

The early 2000s brought a more polished look, with Bermuda shorts being styled with blazers and heels.

Recently, there’s been a resurgence of the ’90s aesthetic, with high-waisted Bermuda shorts and vintage-inspired washes making a comeback.

Everyone knows you can never have too many denim shorts. Classic never goes out of style.

Sporty Spice

Channel your inner athlete with a sporty crop top and chunky sneakers. Your Bermuda shorts give you that perfect balance of comfort and style.

Throw on a baseball cap, and you’ve got an effortlessly cool, athletic look that says, “I just might break into a spontaneous game of beach volleyball.” 🏐👟

Vintage Vibes

Feeling nostalgic? Tuck a graphic tee into your Bermudas and lace up some classic white sneakers. Add a pair of round sunglasses, and you’re instantly transported back to the ’90s. It’s like you’re starring in your own retro movie, complete with a killer soundtrack. 🎶👕

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Boho Babe

For those days when you’re feeling a bit more free-spirited, pair your shorts with a flowy, off-the-shoulder top. Layer on some beaded necklaces and slip into gladiator sandals. You’re ready for a bohemian adventure, whether it’s a music festival or a picnic in the park. 🌼🎸

Edgy Chic

Want to unleash your inner rockstar? Combine your Bermudas with a black leather jacket and a band tee. Finish the look with combat boots and some bold accessories. You’re not just wearing an outfit – you’re making a statement. 🎤🖤

BADDIE AND BACKLESS, BABY

What am I wearing backless tops and blouses to in summer?

Backless tops and blouses are perfect for adding a touch of elegance and allure to your summer wardrobe. Here are some occasions and styling tips for rocking these breezy pieces:

Beach Days

Backless tops are ideal for a day at the beach. Pair a flowy, backless blouse with high-waisted shorts or a cute bikini bottom. Add a wide-brimmed hat, some oversized sunglasses, and flip-flops for a chic, sun-ready look.

Summer Parties

Whether it’s a garden party or a rooftop soirée, a backless top can make a stylish statement. Opt for a backless halter top with a maxi skirt or tailored trousers. Accessorize with statement earrings and strappy sandals to complete the look.

Casual Outings

For a casual day out, pair a backless tank top with denim cutoffs or a flowy skirt. Add some comfortable sandals and a crossbody bag for a laid-back, yet stylish ensemble.

Date Nights

Turn heads on date night with a backless blouse paired with a sleek pair of jeans or a fitted skirt. Add some heels and delicate jewelry to elevate the look. A light cardigan or shawl can be a great addition for cooler evenings.

Festivals and Concerts

Backless tops are perfect for music festivals and outdoor concerts. Pair a boho-style backless top with high-waisted shorts and ankle boots. Layer on some bohemian jewelry and a floppy hat for that festival-ready vibe.

Brunch with Friends

For a stylish brunch outfit, wear a backless blouse with a pair of wide-leg pants or a midi skirt. Add some wedges and a cute handbag to complete the look. It’s the perfect blend of comfort and style for a leisurely meal with friends.

Evening Strolls

Enjoy a warm summer evening stroll in a backless top paired with lightweight trousers or a flowy skirt. Add some comfortable flats and a light scarf for a relaxed, yet chic look.

Accessorizing Tips

  • In the Heat: Opt for minimal jewelry to keep cool. A pair of statement earrings or a delicate necklace can add just the right amount of sparkle.
  • Out of the Heat: Layer with a light jacket or a shawl. A stylish clutch or a crossbody bag can also complement your outfit.

Cool, but which backless outfit will look especially awesome on a girly girl like me this summer?

Floral Backless Dresses

Nothing says summer like a floral dress. Opt for a backless floral sundress with a flared skirt. The floral patterns add a touch of romance, while the backless design keeps you cool and stylish.

Pair it with strappy sandals and a cute sunhat for a perfect daytime look.

Lace Backless Tops

Lace adds a delicate, feminine touch to any outfit. Choose a lace backless top and pair it with a high-waisted skirt or shorts. The intricate lace details will make you feel like a summer goddess. Add some ballet flats and a dainty necklace to complete the look.

Ruffled Backless Blouses

Ruffles are a girly girl’s best friend. A ruffled backless blouse paired with a pair of tailored shorts or a midi skirt creates a playful yet elegant outfit. Finish the look with some wedge sandals and a statement bracelet.

Backless Rompers

Rompers are a fun and easy option for summer. Go for a backless romper in a pastel color or a cute print. The one-piece design makes it a breeze to style, and the backless feature adds a flirty twist. Pair it with some espadrilles and a crossbody bag for a cute and casual look.

Bow-Tie Backless Tops

Tops with bow-tie details at the back are both adorable and stylish. Pair a bow-tie backless top with a flowy skirt or high-waisted jeans. The bow adds a sweet touch, making it perfect for girly girls. Add some heeled sandals and a clutch for a polished look.

Backless Maxi Dresses

For a more dramatic and elegant look, choose a backless maxi dress.

Opt for soft, flowing fabrics in pastel shades or floral prints. The maxi length adds a touch of sophistication, while the backless design keeps it breezy. Pair it with some delicate jewelry and sandals for a stunning summer outfit.

Accessorizing Tips for Girly Girls:

  • In the Heat: Keep it light with minimal jewelry; a pair of statement earrings or a delicate bracelet. A wide-brimmed hat and stylish sunglasses will not only protect you from the sun but also add a chic touch.
  • Out of the Heat: Layer with a light cardigan or a shawl. A cute handbag or a clutch can also complement your outfit. Don’t forget a spritz of your favorite floral perfume to complete the look.

Flowy Maxis

Fabrics that are light and breezy are perfect for hot weather, making maxi dresses and skirts everyday summer street wear.

Flowy maxi dresses have a rich history, dating back to ancient times when flowing garments were a symbol of grace and elegance.

In the 1960s and 70s, they became a staple of the bohemian fashion movement, embodying freedom and artistic expression.

Today, they continue to be a beloved choice for those who appreciate their timeless charm.

Flowy maxi summer outfits are typically crafted from lightweight, breathable fabrics that dance with the slightest breeze.

Think cotton, linen, chiffon, and rayon. These materials are not only comfortable but also allow for maximum airflow, keeping you cool and collected even on the hottest days.

The soft, flowing nature of these fabrics adds an ethereal quality to your look, making you feel like you’re gliding rather than walking.

Where to Wear Them

These versatile outfits are perfect for a myriad of summer occasions:

  • Beach Days: Perfect for a stroll along the shore or a beachside brunch. The flowing fabric keeps you cool while providing just enough coverage.
  • Garden Parties: Ideal for outdoor gatherings, where you can twirl around in the lush greenery, looking effortlessly chic.
  • Casual Outings: Whether you’re heading to a farmers’ market or a casual lunch date, a flowy maxi dress is your go-to for comfort and style.
  • Evening Soirées: Dress it up with some statement jewelry and heels for a night out. The elegance of a maxi dress transitions seamlessly from day to night.

Practical Appeal

The practical appeal of flowy maxi summer outfits lies in their effortless style and comfort. They’re easy to throw on, yet they make you look instantly put-together.

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The length provides coverage while still being airy, making them perfect for those who want to stay cool without showing too much skin.

Plus, they’re incredibly forgiving, allowing you to indulge in that extra scoop of ice cream without a second thought.

Styling Ideas

  • Boho Dream: Pair your maxi dress with a wide-brimmed hat, layered necklaces, and gladiator sandals. Add a fringed bag for that ultimate bohemian vibe.
  • Edgy Elegance: Throw on a leather jacket and some ankle boots. Add a chunky belt to cinch the waist and give your outfit a rockstar edge.
  • Vintage Charm: Opt for a maxi dress with a retro print. Pair it with cat-eye sunglasses, a headscarf, and some vintage-inspired heels for a look that’s straight out of a classic film.
  • Fantasy Flair: Channel your inner fairy tale character by adding a flower crown and some delicate, shimmering jewelry. Perfect for a whimsical garden party or a fantasy-themed event.

Florals and stripes are innnn….

Ta – dah!

FIGURE FLATTERY 101: Vertical stripes work their magic by creating an optical illusion that elongates the figure, making one appear taller and slimmer.

And they do mellow-down your curves if you’re a little sick of always being the most curvalicious baddie in the room.

Now, florals; floral dresses in summer are the cherry on top of a sundae. On the perfect beach day—yummy! The wardrobe equivalent of a blooming garden luncheon.

Skin care: Sunnies a.k.a. Sun Hats & Sunglasses

That’s right. Skin care. That means: sun hats.

Sun hats are such a brave fashion statement these days, especially when you’re not even compromising on sunscreen. It shows a preference for practicality; a straightforward approach to combining sun safety with a touch of personal flair.

To optimize your outfit with sun hats and sunglasses:

#1. Go for a sun hat and shades that vibe well together, both in style and color.

Pair a wide-brimmed straw hat with retro round sunglasses for a vintage-inspired look, or match oversized sunglasses with a floppy sun hat for a relaxed, beachy vibe.

#2. Consider the size and shape of your accessories in relation to your outfit.

If you’re wearing a flowy maxi dress, opt for a wide-brimmed hat and larger sunglasses to balance out the proportions. For a more streamlined outfit like shorts and a tank top, you might go for a smaller, more understated hat and sunglasses.

#3. Keep an eye on how your outfit colors harmonize. Neutral hats and sunglasses (like beige, tan, black, or white) are versatile and go with almost anything, while bold colors or prints can add a fun pop to your outfit.

#4. Use your sun hat and sunglasses as anchor pieces and build your outfit around them. Keep other accessories minimal to let your hat and sunglasses shine.

#5. Selecting the right style of hat and sunglasses for an occasion involves considering the event’s formality, your outfit, and the setting.

For professional settings, opt for classic frames and a fedora hat. Casual outings call for round frames or geometric shapes paired with a beanie or bucket hat. Formal events require sophisticated frames with a fedora or pillbox hat, while sporty activities are best suited for durable frames and a baseball cap.

For beach vacations, choose UV-protected sunglasses with a floppy or straw hat. A wide-brimmed hat and oversized sunglasses are perfect for a day at the beach or a summer garden party, while a more structured hat and sleek sunglasses can work for a casual city outing or brunch.

Cheery Colors

What is it about summer that makes us spontaneously happy, thinking happy succumbing to bold colour fashion cravings?

Coral, turquoise, and sunny yellow are your besties. And it’s not just the colours; we want more tropical lace and loose crochet.

100% cottons and culturals:

Eco-friendly materials, ethical production practices, and second-hand/vintage clothes are all the rage for summer trends these days, and it’s not hard to see why; they’re better for the planet, often made from organic, recycled, or renewable stuff like organic cotton, hemp, or bamboo.

They’re super comfy in the heat—breathable fabrics like linen and Tencel let the breeze in, keeping you cool and feeling fresh. And durability? They’ve got it covered. These threads tend to last longer, so you’re not constantly replacing them.

But it’s not just about feel and function. There’s a conscience behind these choices too. People dig knowing their clothes were made with fair labor practices and without trashing the environment. And with sustainability being such a hot topic in fashion right now, brands are stepping up their game, offering more eco-friendly options than ever.

What about those cultural prints? Beside how they bring a whole vibe to your wardrobe—patterns and designs that tell stories, it’s about blending the personal or just cultural background with modern flair. Whether it’s intricate batik from Indonesia or bold African prints, they add a splash of color and culture that’s hard to resist.

Then there’s the vintage and second-hand gems. Mega character, history, and often a quality that’s hard to match with mass-produced stuff. Plus, snagging something vintage or second-hand is giving a nod to fashion with a conscience and giving old threads a new lease on life.

So yeah, whether it’s about staying cool, saving the planet, or just looking good with a clear conscience, sustainable materials are totally it this summer.

Mixing Textures:

Incorporating a variety of textures such as linen, cotton, crochet, and sheer fabrics can add depth and intrigue to any outfit.

When it starts heating up, the smart fashionista knows layering is where it’s at to keep things cool and on point. Tossing a delicate crochet top over a flowy linen dress isn’t just about style—it’s all about mixing textures to give your summer vibe that extra oomph.

Each fabric dances to the beat of its own drum, with linen leading the summer parade with its unmatched airiness and cotton’s versatile comfort striding confidently through every calendar page. Crochet, with its open-weave charm, transitions you smoothly from the warmth of a beach da y to the cool whisper of an evening breeze. This summer, let your layers speak volumes as you navigate the season’s sizzle with style and substance.

Disclaimer: As an Amazon Associate, I earn from qualifying purchases. Some of these images were sourced from Pinterest. The rest were created by AI.

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