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How to Embrace Cool Girl Fall with Main Character Wardrobe: Style Guide with Princess Polly

Beauty & Style

November 13, 2023

You know the best season of the year is finally in when the radio starts blasting indie music that makes you want to skip the city streets like the main character, the flying hair in the cold wind, wrapped up in a cozy scarf and all.

Move over, hot girl summer- it's now all about cool girl fall.

What even is cool girl summer, you ask? Cool girl fall is all about a sleek, low maintenance, comfortable-chic vibe. It's got the classic leather jackets, plaid mini skirts (a la iconic looks from Gossip Girl and Devil Wears Prada), on-the-go mini dresses, and skin-tight bodysuits.

If anything, Princess Polly has the ultimate answer: it's that it-girl vibe of having everything all set for the most romantic, effortlessly put-together season. The boutique has compiled the most chic fall drop ever, and for a brand that's synonymous with “every fashion girl's dream closet ever," you know every look is sure to be a stunner.

Shop Princess Polly at princesspolly.com

If you're looking to curate the perfect fall wardrobe that balances the currently trending, fashionable looks with classic looks that will just never go out of style, look no further than our fall picks below:

A Mini On The Go

Cold weather doesn't stop a mini moment.

Go Iconic With Cargo

There's something about a cargo skirt that makes me feel like a total rockstar.

Shop the Iconic Cargo Mini Skirt in Black here.

This mini skirt takes it way back to the 2000s, and the y2k influence is strong in this one. With a slim fitting silhouette, this gorgeous all-black skirt steals the show with an oversized buckle.

Honestly, I've never seen anything like it: with shiny silver eyelets and a huge buckle design that looks spiky and effortlessly cool, this skirt is a show stopper.

Plus, with two side pockets that can easily fit in just about anything from hair ties to gum (the pockets are pretty well sized!), this skirt is not only stylish but practical. Talk about a win-win!

Blue Jean Baby

You can't beat denim in a fashion race.

Shop the Faya Low Rise Denim Mini Skirt in Dark Blue here.

I mean, what can I say? There's nothing more classic than denim, but Princess Polly still adds a magical touch with this low rise, tiny, tight number.

With a form-fitting, soft feel, this mini skirt is all about hugging the curves and keeping it minimal so that all eyes are on you.

The dark wash gives it a classic look, and with a stretch, this is perfect for wearing out and about. Pair it with just about any going out top- you'll be all set!

Preppy Schoolgirl Chic

Honorable mention: a mini dress is just so fall coded.

Shop the Ristia Mini Dress in Navy here.

This mini dress is the definition of preppy, and it does it so good that it's almost making us wish we had daily uniforms like these.

With a slim fitting cut and a pleated skirt that gives a flare by the wist, this stunning mini dress feels simple but sophisticated at the same time. However, with a deeper v neckline and a sweet bow design by the bust, it keeps it flirty and playful.

Pair this with your favorite Oxfords, and you've got a look!

Cozy, Cutesy Knits

There's something so darling about a sweater, but Princess Polly adds a cool girl spin.

Flowy and Dramatic

This is just one of those love at first sight tops.

Shop the Collis Long Sleeve Top in Black here.

With the most oversized, dramatically flared sleeves that are ruffled with lettuce trim, the Collis Long Sleeve Top sure knows how to make a statement.

Everything about this top plays to our visual senses: with plisse material that elegantly moves with our body and a deep v neckline that plunges in a sophisticated way, this top is just a beauty.

This top feels like a date at the art museum- perfectly mysterious, romantic, and intriguing.

Give The Cold Shoulder

Cold shoulder, who?

Shop the Morley Off Shoulder Sweater in Black here.

An off-the-shoulder top is a classic, and Princess Polly adds a timeless yet trendy touch. With a slim fitting, soft, ribbed fabric that just gives a hug when worn, this top is equal parts cozy and cool.

Plus, as a part of Princess Polly's mission to keep fashion sustainable, this top is “made with a reclaimed polyester blend, meaning we've taken discarded plastic bottles, fabrics and single-use products, and transformed them into this item, giving waste a second life.”

I love a good chic, flirty touch on something so elevated, and the Morley Off Shoulder Sweater is the best of both worlds.

A Moody, Slouchy-Chic Green

Bring back khaki green as the it color, because this knit is everything.

Shop the Santorini Knit Top in Khaki here.

This ribbed knit has an off the shoulder that's so subtle but definitely there. I love how the feature exposes one side of the shoulder more, giving it the perfectly intentional “unbalanced” look.

With a ribbed knit material, this top adds texture to the all-over dark khaki crocodile shade. The slightly flared sleeves and moderate crop gives the top a trendy, modern feel.

Pair this top with your favorite dark wash denim and platform boots- you'll easily feel like an it-girl fashionista.

It-Girl Essentials

Basics aren't just basic… they're an essential.

Single And Strappy

A single strap does the job… and makes you look cooler than ever.

Shop the Hutter Bodysuit in Black here.

This one shoulder bodysuit is the moment. With an all-black look, it's sleek, simple, and perfect for everyday occasions.

I love how stretchy and lightweight it is, making it the perfect layering staple for the fall, and an easy top to wear for the summer. It's about how versatile a top can be year-round!

Whether you pair it with classic denim or go bold with leather pants, the all-black bodysuit will look good with just about anything.

The Most Fitted Crop

The contrast lined top of our dreams.

Shop the Maidenwell Contrast Top in Black here.

This top combines the best of both coasts: it's casual enough to be worn by the beach somewhere in California, but it's also chic enough to be worn with a pair of straight leg, no-nonsense jeans in New York.

This slim fitting crop top features a crop detail that accentuates all the natural curves, giving the torso a defined silhouette that nothing else could possibly achieve.

With the classic black and white combo, it's perfect for pairing with just about anything-- although you can't go wrong with jeans!

Simple Neutrals For The Win

If essential was a top, this might be it.

Shop the Geary Bodysuit in Grey here.

I don't make the rules, but bodysuits are just so easy and effortlessly good looking. All you have to do is wear your favorite low rise jeans, throw on an old vintage baseball hat, and maybe even drape a cardigan over your shoulders.

This stunning bodysuit is simple, but shouldn't be overlooked. With a classic scoop neck, high cut leg, and cheeky bottom (perfect for no-show flare leggings!), this stretchy top is as easy as can be.

Plus, it's made with reclaimed nylon blend, making it sustainable for the planet!

Business Babe

Who says neutrals can only be bodysuits? You can't forget elevated essentials!

Shop the Fogler Shirt in White here.

Forget about digging around mom's old closet for an oversized, outdated interview polo. The Fogler Shirt is business casual reinvented.

I genuinely am so obsessed with this top that words can't do it justice. With a waist-snatching, form-fitting, slightly sheer, lined fit, this stunning polo shirt is just a dream. With button fastenings down the front and single button cuff on the sleeves, it feels so proper yet effortlessly chic.

Pair this with your favorite black mini skirt, and you'll be all set.

Keep Up With Princess Polly

Be sure to keep up with Princess Polly on all socials to stay posted with their latest collections and to be in the loop with the latest trends! Find Princess Polly on Instagram at @princesspollyboutique, TikTok at @princesspolly, and Snapchat at @princesspollyau.

Kate J.
500k+ pageviews

Marketing Director of The Teen Magazine

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