My Style Is Simple, and These Are My Favorite Fall Outfit Ideas

Another season, another roundup of my favorite outfits for girls who aren’t looking to reinvent the wheel with their fashion choices. Of course, as I’ve mentioned before, I like to think that having simple style doesn’t mean you necessarily need to dress boring or basic. Rather, for me, it means combining classic essentials with a handful of trend-forward (but investment-worthy) pieces for outfits that feel cool and polished but not too out-there.

Below you can expect my top three favorite fall-ready outfits from three groups—celebrities, girls I follow on Instagram, and street style stars—all nine of which are easy to re-create (and repeat) and shoppable at any budget. Whether you’re a denim lover, live in skirts and dresses, are looking for a good suit set, or all of the above, I guarantee there’s something for you, so just keep scrolling to get started.

On Celebrities


(Image credit: SPOT/BACKGRID)

While I can't blame Hailey Bieber for opting for the It trench of the season (or perhaps of the year), this easy combo of coat, basic top, jeans, and sneakers can look as good at any budget.

On Hailey Bieber: JW Anderson Plaid Contrast Cotton Trench Coat ($1645); Nike sneakers 

Shop the look:


(Image credit: Splash News)

I'll be taking notes from Rihanna and pairing one of the season's biggest sweater trends (knit layering) with jeans and mules immediately.

On Rihanna: Celine Square Acetate Sunglasses ($550); Michael Kors Collection Cashmere One-Shoulder Tie-Sleeve Top ($990) and Cashmere Low-Back Bodysuit ($650); Balenciaga Skinny Jeans ($550); Bottega Veneta Lido Sandals ($1270)


(Image credit: BG021/Bauer-Griffin/GC Images)

Repeat after me: It bag, little black dress, black boots. It doesn't get easier (or chicer) than that. 

On Kendall Jenner: Alain Mikli sunglasses; Ports 1961 dress; Staud Moon Bag ($325); Jacquemus Les Bottes Pantalon Boots ($1180)

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On Instagram


Suit sets continue to trend this season, and my personal favorite iteration is with a mini skirt or short. Any shoes will work, but as you can see, boots are always a safe bet.

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(Image credit: @aimeesong)

Give the Canadian tuxedo an instant upgrade by layering a trench over your denim and styling your jeans over black kitten-heeled boots.

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Leather is trending hard right now, and one no-fuss way to get the look without going too crazy is to simply pair a luxe leather top with your go-to jeans and mules. 

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On the Streets


(Image credit: Szymon Brzóska/The Style Stalker)

You probably already have the sweater and midi skirt, so now all you need is a chic pair of animal-print statement boots to complete the look.

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(Image credit: Szymon Brzóska/The Style Stalker)

Will this ever get old? I doubt it. Wear this cool blazer, button-down, jeans, and mules combo anywhere from work to dinner this season.

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(Image credit: Szymon Brzóska/The Style Stalker)

Finally, closing it out with the coziest outfit around—that just happens to also be unbelievably cool. Pair a fall-ready knit dress with a mini bag and knee boots for a chic look that works every time.

Shop the look:

Next, I Asked My Fashion Crew About the Fall Trends That Matter Most, and These 6 Won


Since starting as an intern back in 2013, Nicole Akhtarzad Eshaghpour has held several roles here at Who What Wear, and she is currently Editor-at-Large. It was a less expected route, seeing as she was graduating from business school at USC when this all began, but it has turned out to be the best one for her. Fast-forward to 2020, and she's moved to NYC from her hometown of Beverly Hills and spends her workdays a little differently from when she was an intern starting out. Currently, she focuses on a weekly mélange of shopping content. As far as her personal style goes, she's largely drawn to classic pieces and neutral basics but will always make an exception for something colorful, printed, or bejeweled as long as it's deemed worthy enough. After all, the only thing she loves more than a good party is dressing up for one. On weekdays, she can usually be found at home eating something delicious for dinner and trying to force her husband to watch 90 Day Fiancé.