The streets have always been the real runway, and as we look ahead to Summer 2025, a new wave of creative, personal, and exciting fashion is taking hold. This season is all about intentional contrasts: pairing ultra-feminine pieces with relaxed tailoring, mixing high-end accessories with vintage staples, and embracing bold new silhouettes. The most captivating street style outfits are those that tell a story, showcasing the wearer’s personality with every detail. From the resurgence of the long denim skirt to the enduring appeal of relaxed trousers, these 26 looks are the ones we’re seeing everywhere, defining the effortlessly cool aesthetic of Summer 2025.
1. The Long Denim Skirt & Baby Tee
The ’90s are back in the most wearable way. The hero piece is a long denim maxi skirt, either in a straight, column cut or a slight A-line. Forget fussy tops; the chicest pairing is a simple, shrunken-fit baby tee in white or black. This high-low mix of a long, covering skirt with a tiny top creates a perfectly balanced, cool-girl silhouette. Accessorize with silver ballet flats and a minimalist shoulder bag for the ultimate off-duty model look.
2. Wide-Leg Trousers & a Scarf Top
Relaxed tailoring continues its reign. A pair of high-waisted, wide-leg trousers in a lightweight linen or crepe is a summer staple. To make it feel fresh for 2025, ditch the traditional top and instead, artfully tie a large, colorful printed silk scarf as a bandeau or halter top. The look is effortlessly glamorous, a little bit bohemian, and perfect for a hot city day. Keep the accessories simple: flat leather sandals and a woven tote bag.
3. Sheer Dress Over Basics
Sheer fabrics are being worn in a new, more approachable way. The key is layering. Take a beautiful, sheer slip dress in a soft pastel organza or a printed chiffon and layer it over a very simple base layer of a white tank top and high-waisted shorts or briefs. This styling trick allows you to play with transparency in a way that feels intentional and chic, not overly revealing. It works perfectly with a pair of chunky sneakers to ground the look.
4. The Utility Vest & Midi Skirt
Utilitarian pieces get a feminine twist. A structured, multi-pocket utility or fishing vest, often found in menswear or vintage shops, is worn as a top layer. Instead of pairing it with cargo pants, the 2025 update is to style it over a simple tank top and a delicate, flowing silk or satin slip skirt. The contrast between the rugged, practical vest and the luxurious, feminine skirt is the key to this look. Finish with a pair of sporty sandals or Sambas.
5. “Balletcore” with a Twist
The ballet-inspired trend continues, but with a more lived-in, street-style edge. Start with the core pieces: a simple wrap top or a soft bodysuit and a pair of classic, leather ballet flats. The twist is to pair these delicate items with something unexpected, like a pair of baggy, low-slung cargo pants or long, tailored shorts. This mix of soft femininity and boyish utility feels very current. A simple ribbon in the hair completes the look.
6. The Oversized Blazer & Bike Shorts
The ’80s power silhouette meets modern athleisure. This look is all about proportions. Pair a pair of sleek, high-waisted biker shorts with an extremely oversized, tailored blazer with strong shoulders. The blazer should be long enough to almost cover the shorts. Worn with a simple crop top or bralette underneath, it’s a high-fashion look that plays with athletic and formal codes. Finish with chunky sneakers and crew socks.
7. The Crochet Co-ord Set
A matching set in a handmade-style fabric is a major street style statement. A crochet co-ord set, featuring a small crop top and matching mini skirt or shorts, is perfect for summer. In a natural cream color or a vibrant multi-color pattern, it has a beautiful, artisanal texture. It’s a bold look that feels both bohemian and very put-together. Pair with simple slide sandals to let the crochet be the star.
8. Baggy Jeans & a Feminine Top
Denim is getting looser and more relaxed. A pair of very baggy, light-wash jeans that pool around the ankles is the key silhouette. To keep the look from becoming sloppy, the street style trick is to pair these ultra-casual jeans with a very delicate and feminine top. This could be a lace-trimmed camisole, a top with puff sleeves, or a silk corset top. The contrast is everything. Add pointed-toe heels for an extra touch of polish.
9. The “Eclectic Grandpa” Look
This trend is all about mixing vintage-inspired, “grandpa” pieces in a cool, new way. Think a slightly oversized, patterned knit cardigan or sweater vest paired with a pair of tailored, pleated Bermuda shorts. The key is the unexpected combination of cozy knits with smart shorts. Finish the look with a pair of classic leather loafers and visible socks. It’s quirky, comfortable, and very chic.
10. The Return of the Low-Rise Skirt
The low-rise silhouette is creeping back into fashion, but in a more refined way. A low-rise midi or maxi skirt in a fluid, slinky fabric sits on the hips and creates a long, lean torso. To keep it modern, pair it with a simple, fitted cropped top or a baby tee. It’s a very ’90s/’00s inspired look that feels fresh again. Pair with minimalist heeled sandals or chunky flip-flops.
11. Metallics as a Neutral
Silver is the new beige. Metallic pieces, especially in silver, are being worn as an everyday neutral. A pair of liquid-silver trousers or a silver metallic midi skirt is a surprisingly versatile piece. The key is to dress it down. Pair it with a simple, casual grey marl t-shirt or a basic white tank top. This high-low mix makes the metallic piece feel cool and wearable for daytime. Finish with simple sneakers.
12. The Leather Bomber Jacket
Even in summer, a light jacket is needed for evenings. The jacket of the season is a vintage-style, oversized leather bomber jacket. With its soft, worn-in look and relaxed fit, it adds an instant layer of cool to any outfit. Throw it over a delicate slip dress or a simple t-shirt and jeans. The contrast between the feminine dress and the tough jacket is a classic street style move.
13. The Vest Worn as a Top
The tailored vest or waistcoat continues to be a street style favorite. The chicest way to wear it is as a top, with nothing underneath, buttoned all the way up. In a classic pinstripe or a simple linen, it has a cool, androgynous feel. Pair it with matching trousers for a full suit look, or with a pair of relaxed, baggy jeans for a more casual take. It’s sharp, sophisticated, and a little bit sexy.
14. The Sporty Jersey
The “Blokecore” trend sees sporty jerseys, particularly soccer jerseys, styled in a fashion context. An oversized, vintage-style soccer jersey is paired with unexpected, feminine pieces. The coolest combination is wearing the jersey over a long, flowing slip skirt or even a lace skirt. The clash of sporty and delicate is the whole point. Add a pair of Adidas Sambas or similar retro sneakers to complete the look.
15. The Statement Red Accessory
While the outfit may be neutral, a single pop of bright color makes a statement. A bold, cherry red handbag or a pair of red shoes is the perfect way to energize a simple look. Imagine an all-black or an all-beige outfit that is completely transformed by that one, powerful accessory. It shows a confident and intentional approach to color. It’s a simple trick with a huge impact.
16. The Sculptural White Top
A simple white top gets an architectural update. This season, it’s all about white blouses or tops with a unique, sculptural detail. This could be an exaggerated, folded collar, an avant-garde sleeve, or an artful drape. The top becomes the centerpiece of the outfit. Keep the rest of the look simple to let it shine. Pair it with classic, straight-leg blue jeans and a simple pair of heels. It’s a look that is both artistic and very wearable.
17. The Crochet Dress
The ultimate summer fabric, crochet is back in a big way. A beautiful, midi or maxi-length crochet dress is perfect for a hot city day or a beach-side stroll. Look for one with an interesting, open-knit pattern, worn over a simple, contrasting bikini top or a bodysuit. The handmade, artisanal feel of the dress is its main charm. Pair it with flat leather sandals and a woven market tote for a relaxed, bohemian-chic vibe.
18. The Statement Belt Look
An accessory takes center stage. This look is built around a bold, statement-making belt. It could be a wide, corset-style leather belt or a chunky, vintage-inspired chain belt. The key is to use it to cinch the waist of an otherwise simple outfit, like a basic, oversized t-shirt dress or a simple, boxy linen tunic. The belt completely transforms the silhouette and adds a strong focal point. Pair with boots or heels to complete the powerful look.
19. The Elevated Sportswear Look
Athletic pieces continue to be integrated into everyday wear. The key to the 2025 look is pairing one sporty piece with more classic or tailored items. For example, a pair of technical, nylon track pants or athletic shorts worn with a beautiful, classic, oversized cashmere sweater or a crisp, tailored blazer. This high-low mix feels very modern and intentional. Finish the look with fashion sneakers and a sleek handbag.
20. The Pop of Cherry Red
While pastels and neutrals are strong, the accent color of the season is a vibrant cherry red. The key is to use it in a small, powerful dose. A mostly neutral outfit, like baggy blue jeans and a white t-shirt, is instantly elevated with a pop of cherry red. This could be a pair of red heels, a red handbag, or even just a bold, red lipstick. It’s a confident, classic, and impactful way to wear color.
21. The Bermuda Shorts Suit
The suit gets a summer-appropriate update with Bermuda shorts. A matching set of a tailored, possibly oversized, single-breasted blazer and a pair of long, tailored Bermuda shorts is a chic and powerful look. In a lightweight fabric like linen or a crepe in a soft pastel or a classic beige, it’s a perfect warm-weather suiting option. Wear it with a simple bralette or camisole underneath, and pair with either heeled sandals or chunky loafers.
22. The Sheer Lace Skirt
Lace becomes a daring layering piece. A long, sheer skirt made entirely of black or white lace is worn over a pair of simple, high-waisted black briefs or boy shorts. The look is provocative yet chic, playing with ideas of lingerie as outerwear. It’s best styled with a tough, contrasting piece on top, like an oversized leather jacket or a simple, boxy t-shirt, to keep it from looking too delicate. It’s a bold look for a fashion-forward individual.
23. The Mary Jane Shoe
The shoe of the season is the classic Mary Jane. Whether it’s a flat, schoolgirl-style version or a heeled, more sophisticated take, the buckled strap is the key detail. They are being worn with everything, but the coolest street style take is to pair them with visible socks and a short skirt or dress. The look is a little bit preppy, a little bit quirky, and very on-trend. It feels both sweet and subversive.
24. The Double Denim Look
The “Canadian tuxedo” is chic again, but the key is in the silhouettes. The 2025 version pairs very baggy, oversized denim jeans with a more fitted, classic denim jacket or a denim vest. The contrast in proportions is what makes it feel modern. Playing with different washes of denim, like a dark jacket with light jeans, also adds interest. It’s a confident, relaxed look that’s all about embracing a classic workwear fabric.
25. The Cap-Sleeve Top
A subtle but important detail, the cap sleeve is making a comeback. A simple t-shirt or a more structured top with a small, sharp cap sleeve that just covers the shoulder is very flattering. It provides a more defined shoulder line than a tank top but is less dramatic than a puff sleeve. This clean, minimalist detail looks great on a simple, fitted knit top paired with tailored trousers for a sophisticated, understated look.
26. The Unstructured Trench Coat
The classic trench coat is reimagined in a much more relaxed, fluid silhouette. An unstructured trench coat made from a soft, drapey fabric like tencel is the perfect lightweight layering piece for summer. Worn open over a simple outfit like a t-shirt and jeans, its fluid lines create a sense of effortless elegance. The lack of sharp structure makes it feel more casual and comfortable than a traditional trench. It’s a perfect “third piece” to complete a look.
The beauty of street style is that it’s a living, breathing reflection of our times, and Summer 2025 is all about confident self-expression. From the surprising return of long denim skirts to the artful layering of sheer fabrics, the most compelling street style outfits are those that are put together with a sense of personality and playfulness. It’s not about wearing one trend from head to toe, but about mixing, matching, and making the moment your own. We hope these looks inspire you to hit the streets in style this summer.
