10 Fall Outfit Formulas That Will Rule My Wardrobe From Age 25 to 65

The greatest flex an avid shopper can have is that the item they just bought is worth its weight in gold. For me, this sensation occurs when I've purchased an item I know I'll wear for life. I am so confident in many pieces in my closet, and I take pride in knowing I plan to pass them down to my future daughter someday (crossing my fingers she is into the whole fashion thing).

With this love for timeless fashion in mind, I am always looking for new ways to style the forever pieces in my closet. The below outfits are ones I plan to copy for many decades to come. Consider the below a list of suggestions to add to your Pinterest board.

Button-Down Shirt + Loose Denim

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(Image credit: @greceghanem)

You can never go wrong with the classic combination of a button-down shirt and jeans. The best way to make it feel current is to opt for oversize silhouettes. Plus, wide-leg denim is a must-have for this upcoming season.

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Oversize Blazer + Slip Dress

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(Image credit: @hannamw)

The idea of pairing an oversize blazer with a slip dress is one that never goes out of style. Since this look is very easy to dress up and down, versatility is in its name.

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Maxi Skirt + Knit Polo

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(Image credit: @meccajw)

The '70s inspiration can't be missed in this look, which is composed of more pieces I plan to wear for life. Who can say no to a knit polo?

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Cardigan + Straight-Leg Jeans

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(Image credit: @anoukyve)

cardigan set is always a head-turner, so don't be scared to invest in a piece like this. Paired with dark-wash denim, it has a '90s-supermodel aesthetic.

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Power Suit + Shoulder Bag

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(Image credit: @waityouneedthis)

There's a reason they call it a power suit. Your energy will be unmatched the second you put this look on, no matter what age you are.

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White Tee + Wide-Leg Jeans

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(Image credit: @christietyler)

Wearing a white tee with jeans has never done me wrong. While fitted silhouettes come and go, you just can't go wrong with wide-leg pants.

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Tailored Vest + Matching Trousers 

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(Image credit: @chrissyford)

The tailored vest is having a big moment right now, but let it be known that the moment is not ending any time soon. I'll be pairing mine with trousers for years to come.

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Maxi Dress + Logo Bag

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(Image credit: @cocobassey)

It would be wrong to go without mentioning the amazing feeling of wearing a slip dress like this on its own. When you pair it with the right accessories, you can get so many looks out of one piece.

Knit Vest + Loafers

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(Image credit: @claire_most)

Even a casual coffee run deserves a fabulous outfit. A sweater-vest paired with crisp white shorts never gets old.

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Cotton Poplin Dress + Gold Jewelry

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(Image credit: @monikh)

If you know me, you know I am so in love with a white maxi dress. It's such an effortlessly chic look, and this one is my new favorite.

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Up Next: These 8 Fall Outfits Are Comprised Solely of Elevated Basics

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Sierra Mayhew
Fashion Editor

Sierra Mayhew is a fashion editor at Who What Wear, bringing a decade of experience in the fashion industry to the editorial team. Since joining Who What Wear in 2021, Sierra has made her mark by expertly blending luxury and accessible fashion content. Whether she's decoding the latest runway presentations or crafting a perfectly curated shopping list, Sierra's keen eye and relatable approach have solidified her as a trusted voice in the fashion space. She's also reported on major industry events like Paris Fashion Week and lent her expertise to red carpet coverage, ensuring her audience gets an insider's view of the most glamorous moments in style. Before joining Who What Wear, Sierra sharpened her skills at Harper's Bazaar and Elle, with bylines in Bazaar.com and collaborated with iconic brands such as Gucci and Ferragamo. Her ability to translate editorial expertise into viral social media content sets her apart, seamlessly bringing her articles and personality to life for a new generation of readers and followers. A graduate of the University of Notre Dame, Sierra brings a unique perspective to the fashion industry that is informed by her love for travel, music, and discovering the hidden gems that make New York City a constant source of inspiration.