(Outfits Of The Month)

Get Ready For Fall By Trying Out These Cute Looks

Kick-off the season in style.

Originally Published: 
denim and button down look
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September is high up on a fashion aficionado’s list of favorite times of the year for seeking wardrobe inspiration. For those who reside in New York, London, Milan, or Paris, simply stroll around your city during fashion week to see the impeccable street style ensembles IRL. If you’re located elsewhere, not to worry: the mild weather allows for genius layering techniques — so take notes of the creative ideas you come across as you’re out on the town. And of course, you should join in on the fun, too, by assembling cute fall outfits over the next 30 days with some guidance from the season’s trends.

This month is all about stocking your wardrobe with the biggest fall 2022 It items and lining them up alongside your staple pieces. According to shows like Saint Laurent and Rick Owens, the antithesis of last year’s mini — a floor-length hemline that makes for a statuesque shape — is bound to be everywhere, which one can effortlessly pair with a humble white tank top. “I am most excited for the arrival of the new simplicity from Prada,” says Jenny Walton, a fashion director and illustrator based in Milan. She’s alluding to the fashion house’s ultra-luxurious take on the white tank top that’s been all over the internet since it appeared.

On the workwear front, the genderless, oversized blazer is only gaining momentum thanks to a push from Prada and Louis Vuitton, while lingerie dressing is going maximalist with crystals and embellishments at Miu Miu, PatBo, and Paco Rabanne. Together, Fashion Snoops’ Senior Strategist Amelia Ansink insists, they make for a satisfying fashion cocktail. “I especially love the idea of pairing traditional apparel with more delicate accessories like satin ballet slippers and chunky pearl necklaces to create an interesting mix of masculine and feminine elements,” she tells TZR.

Now that you have the 411 on where fashion is headed this season, you can try out the trends with the 30 looks below. They’ll surely suit you for all the excursions you have on the docket this September.

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Jewel Tones

Not ready to let go of summer colors quite yet? Remind yourself of the good times you had over the past few months with a pair of cheery, jewel-tone bottoms.

Transitional Footwear

No need to stash away sandals under your bed this month. On balmy, early fall days, pair them with a button-down and denim pants, and you’re good to go.

A Cabin Weekend Uniform

Have a weekend at the cabin penciled into your fall schedule? You won’t want to forget your plaid flannel shirt. From roasting marshmallows to exploring the local town, you’ll be ready for every activity.

A Trench Coat — With A Twist

The key to keeping your summery pieces around for a bit longer? Throwing a cute topper into the mix. In this case, a trench coat — particularly one with an unexpected element, like a cutout or two-tone palette — is sure to come in handy.

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Something Old That Feels New

Breathe new life into a vintage blazer by throwing a belt over it (extra points if it’s a neon hue — one of this fall’s biggest color trends). Or, skip the pants and sport the outerwear as a dress. Then, add a pair of statement shoes to complete the look.

Sloping Stilettos

“Between Prada and Bottega, there is also some beautiful curvature taking place in [high] heels,” Walton points out. This is particularly true in platforms, a style that has stepped into the spotlight to satisfy the collective desire for higher heels with a comfort factor. Team them with everything from maxi dresses to wide-leg jeans.

The Great White Tank

Lean into the power of a great white tank top. Perhaps throw a logo on it? (Prada is Walton’s choice.) Or keep it bare. (An easier and less expensive route.) In any case, you can easily wear it for a trip to the farmer’s market or use it to dress down your Saturday night look.

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Spruced Up Sweats

If you’ve become partial to loungewear since lockdown, try sprucing up your sweatpants with a simple bralette and boxy blazer. The outfit upgrade will serve as a seamless transition from WFH to evening errands in a pinch.

A Hemline That Hits The Floor

After Prada’s miniskirt takeover last fall, perhaps the only way to evolve was to revolt. The fashion house and its counterparts like Saint Laurent and Sacai promoted midi and floor-sweeping lengths in their Fall/Winter 2022 collections.

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A Match Made In Heaven

If you’re active on social media, you already know about the world’s obsession with matching sets. Push the envelope with a boldly printed option that will separate you from the crowd.

Bring On The Leather

Get an instant cool factor by incorporating leather — a material that is both classic and subversive. You can go subtle in a miniskirt or all-in on the element with a pair of overalls, depending on your personal preference... and the local weather forecast, as most of September could turn out too warm for a full leather look.

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A Preppy Uniform

“I’m really looking forward to experimenting with the latest trend in preppy, uniform-inspired dressing,” says Ansink. “This look is simple to achieve with some core pieces that are easily interchangeable, ranging from low-rise baggy trousers, mini pleated skirts, cropped boxy dress shirts, and knit cardigans.”

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Neon Hues

The color stories at Valentino, Dries Van Noten, Alexander McQueen, and more were brighter than a drawer full of highlighters. Try imbuing your favorite fashion items — from PVC platforms to knitwear — with vivid yellows, oranges, magentas, and greens.

A Slip Dress That Shimmers & Shines

A simple slip dress just won’t cut it this season. The likes of Simone Rocha, Erdem, and Nensi Dojaka have added sequins and crystals to sit on top of thin, and sometimes transparent, fabrics.

Cue The Corsetry

The futuristic bodices at Christian Dior and Balmain seem to be pushing the bounds of corsetry into a more protective, rather than seductive, form. That said, the trend can still be plenty sexy, given the more traditional sultry styles still available at Versace, Gucci, and Vivienne Westwood.

A Very Peri Moment

Purple has become a popular hue in 2022. Perhaps it’s because Pantone assigned ‘Very Peri’ as its color of the year — or it maybe it’s because violet shades serves well as a mood booster. Whatever the reason, the hue was all over the industry’s most esteemed runways, including Stella McCartney, Bottega Veneta, and Khaite, and it’s pretty easy to wear. Beginners can start with something as small as a handbag (like Jacquemus’ Le Chiquito style) and work their way up to suiting, dresses, and knee-high boots.

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Fifties Skirts

“Prada showed a ton of great, very full black and charcoal grey skirts,” says Walton. “These are also very easy to buy vintage if you are willing to take the time and look, you can definitely find some forgotten gems from the fifties.” She recommends pairing them with plain sweaters for “casual elegance.”

Western Vibes

Few fall trends feel as timeless and classic as Western-infused fashion, like suede fringe jackets or sturdy cowboy boots. Showgoers at Copenhagen Fashion Week Spring/Sumer 2023 zeroed in on the trend ahead of fall, mixing colorful cowboy hats and boots and raw-edge denim jeans with feminine tops and dresses.

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High Shine

Shine — and not the ’80s kind — has also come to the fore. Dresses and bodysuits from 16Arlington, Khaite, and Victoria Beckham boast an abundance of sequins that make for a glassy sheen — and the perfect cool-girl party look.

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Comfy Clogs

Whether you love them or you loathe them, clogs aren’t going anywhere. If you’re not keen on the traditional wooden silhouette, give a leather or rubber iteration a try. Bonus: You can wear them with socks as temperatures drop.

A Canadian Tuxedo

Ah, an oldie but a goodie — the Canadian tuxedo. Give the aesthetic a more modern and elevated appeal by opting for a true, blue tone.

Roomy Suit Separates

Oversized, bold-shoulder tailored suits might not be a new concept, but labels like Balenciaga, Peter Do, and Vetements have kept the look feeling current. Choose from the wide selection of wool, tweed, and crepe kinds on offer for fall.

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Team Tennis

If you feel the urge to slip into something sporty, lean into the tennis trend with a pleated miniskirt and a T-shirt. Balance the look with polished accessories, like chunky loafers and a sleek leather shoulder bag.

An Easy One-Piece

Another athletic-inspired option? A biker short bodysuit. Layer it under a blazer or long cardigan when you need more warmth.

Grocery Run — But Make It Chic

Need to go grocery shopping for last-minute brunch ingredients? You can wear the breezy boxer shorts you woke up wearing for the errand. To make them appropriate for outside the house, throw on a roomy crewneck sweatshirt and your favorite fashion shoe.

Party Pants

Another cool-girl party trick: printed pants. The right pair will electrify any room you walk into.

More Monochrome

Monochrome has taken over so much of street style this year, with some celebrities even having integrated it into their couple style. But really, who can blame them? It’s an easy way to get coordinated quickly, no matter the season. For September, you can continue to mix and match your summer whites after Labor Day, despite what the old rulebook says.

Ballet Slippers

If you’re not ready to step into knee-high boots, perhaps you should consider another shoe that’s back on the rise: ballet flats. “[They] have always been a classic shoe but are experiencing a resurgence after being seen in numerous runway shows, most notably Miu Miu and Simone Rocha,” says Ansink, also pointing to the new and innovative elements being added by designers, such as platforms, block heels, and ribbon accents. Best of all, you can pair them easily with many of the ideas above — really, they go with most anything.

New Knitwear

What’s fall without a good knit? This season’s inventive styles have plenty of personality and texture, and are versatile enough to be worn from day to night.

Sassy Shearling

Towards the end of September, when temperatures are likely to drop to a point of no return, you might consider drawing the necessary warmth from a shearling coat. This season’s crop has no shortage of volume — think big shoulders, wide collars, and big, brass details for lots of drama.


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