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Home Fashion: Trending The Cool Girl’s Wardrobe: 2025 Outfit Trends

Cool Girl Clothes

Having ‘cool girl style’ is as much about your energy as it is your wardrobe. It’s a blend of cute ‘fits, confidence and aura.

And good news, you already are a cool girl, it’s just a matter of perfecting your personal style! Experimenting with different trends, exploring new colors and stepping out of your usual OOTD rotation is a great place to start.

There’s a few staple cool girl clothes we recommend, and a few faves we know you already love. From textured tops and midi skirts to feminine dresses, bloomer shorts, statement sunnies and shoes, we’ve rounded up the essentials to help you tap into your cool girl era.

Think of this as your sign to level up your wardrobe, play with 2025 outfit trends, and bring your Pinterest cool girl moodboard to life.

Dresses

Every cool girl has these dresses in their wardrobe rotation: versatile minis, polka dot styles, off-the-shoulder designs, and edgy neutral dresses.

But it’s not just the dress, it’s how you wear it. The cool girl uniform is built on contrasts: soft, feminine silhouettes paired with something unexpected. A feminine mini styled with chunky loafers or biker boots feels instantly effortless. Or take that same dress and add a structured blazer, silver hoops and a slicked-back bun for an elevated night-out moment.

Cool girl dressing doesn’t always mean understated. It can mean wearing something soft and romantic, and making it feel entirely your own. Think unexpected layers, tonal accessories, and standout prints.

Whether it’s a picnic, a party, or a quick coffee run, think about dressing for the energy you want to show up with.

woman wearing a Princess Polly Cool Girl dress

Parisa Long Sleeve Mini Dress Blue

woman wearing a Princess Polly Cool Girl dress

Wildling Strapless Mini-dress-multi

woman wearing a Princess Polly Cool Girl dress

I Guess So Mini Dress White Burgundy

woman wearing a Princess Polly Cool Girl dress

Wynona Mini Dress White Grey Pinstripe

SHOP DRESSES >

Tops

Trending cool girl tops right now are ruched, printed, shirred and low cut. Think polka dots, stripes, butter yellow and halter neck styles.

Why are we loving these? Let’s start with ruched and shirred fabrics. Playing with texture is an easy way to add an elevated element to your look.

You’ll be able to throw on any denim bottoms (jeans, skirts, shorts) and pair it with a textured top and have a complete cool girl outfit in seconds. It’s effortless, elevated and gets bonus points for taking less than a minute to style.

If you're guilty of having a wardrobe with neutrals only, it’s time to step out of your comfort zone. If you don’t venture out of your typical wardrobe pieces, you’re not giving yourself the opportunity to find something that brings out your cool girl energy. Reach for trending tones like icy blue, butter yellow (we love styling this shade with brown), and fun prints like stripes and polka dots.

woman wearing a Princess Polly Cool Girl top

Madlin Long Sleeve Top Beige Stripe

woman wearing a Princess Polly Cool Girl top

Spoiler Alert Ruched Top Black

woman wearing a Princess Polly Cool Girl top

Sublime Ruched Top Yellow

woman wearing a Princess Polly Cool Girl top

Brat Halter Top Onyx Polka

SHOP TOPS >

Bottoms

Cool girl bottoms come in many forms, but there are a few staples you’ll spot on repeat: denim jeans, midi skirts, bloomers, and tailored pants. Think of these as your wardrobe foundations. They’re versatile, effortless, and the starting point for countless cool girl looks.

Denim, in particular, is the ultimate go-to. Whether you’re reaching for a low-rise baggy fit or a high-waisted straight leg, jeans have a way of pulling any outfit together with zero effort. A staple tank top and baggy denim? Instant vibe.

Bloomer shorts bring the perfect mix of playful and party energy. Style them with a femme summer top or throw on an oversized tee and bomber for a festival-ready vibe, they’re way more versatile than you might expect! Add a little crossbody bag and some sunglasses and you’re set.

Midi skirts, on the other hand, are your year-round essential. Flowy and flattering, your midi skirt can be worn with oversized sweaters to basic tanks and more. They can be styled to match your mood, the seasons and all your weekend plans.

woman wearing a Princess Polly Cool Girl jeans

Esperance Barrel Leg Jeans Vintage Blue

woman wearing a Princess Polly Cool Girl shorts

Angelis Lace Shorts White

woman wearing a Princess Polly Cool Girl skirt

Shoreline Midi Skirt Blue Check

woman wearing a Princess Polly Cool Girl pants

Kinkirk Flared Pants Grey Pinstripe

SHOP BOTTOMS >

Sunglasses

Sleek, chic and serving cool girl, your OOTD is not complete without a pair of cute glasses!

This one accessory can change the entire vibe of your look. From tiny rectangular frames that give major Y2K energy to all-black party sunglasses, the right pair of shades pulls everything together.

Try pairing a dramatic cat eye shape with a slicked bun, or match your tinted lenses to your fit for a monochrome moment.

woman wearing a Princess Polly Cool Girl glasses

Siren Glasses Black

woman wearing a Princess Polly Cool Girl sunglasses

Wonderful World Sunglasses Brown

woman wearing a Princess Polly Cool Girl sunglasses

Siren Glasses Leopard

woman wearing a Princess Polly Cool Girl sunglasses

Mora Sunglasses Black

SHOP SUNGLASSES >

Shoes

Cool girl shoes are never boring, they’re the quiet statement that ties your whole outfit together.

When it comes to shoes, the small details make the biggest difference: cute bows on ballet flats, silver hardware on boots and sandals in trending shades.

Shape matters, too. A pointed-toe flat instantly adds an elevated feel, where a rounded boot brings an element of edge.

These aren’t just functional pieces either, they’re conversation starters. You know the moment: you're walking down the street and someone says, “I love your shoes!”, that’s the energy we’re after.

Whether you’re styling a baggy denim look or a soft, feminine dress, the right pair of shoes ties it all together.

woman wearing a Princess Polly Cool Girl boots

Harrie Knee High Boots Burgundy

woman wearing a Princess Polly Cool Girl flats

Billini Haruna Ballet Flats Black

woman wearing a Princess Polly Cool Girl boots

Wrecked Western Boots Black

woman wearing a Princess Polly Cool Girl sandals

Miami Sandal Chocolate

SHOP SHOES >

While there are staple cool girl clothes like denim jeans, playful mini dresses, midi skirts, and statement sunnies, it’s how you style them that sets you apart.

Whether you’re pairing bloomers with an oversized tee or elevating a simple fit with eye-catching accessories, the cool girl vibe is all about the energy that you bring.

So play with color, mix up your textures, and reach for designs that you’ve been wanting to try but haven’t quite made the leap.

Find more cool girl style inspo over on our TikTok @princesspolly and IG @princesspollyboutique.

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