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Reese Witherspoon wears this season’s hottest tailoring trend

by Jacquiline
September 30, 2025
in Health Tips
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In her starring role playing a news anchor in Apple TV’s hit show The Morning Show, Reese Witherspoon knows a thing or two about sharp tailoring. From the best women’s pantsuits to smart skirt looks, the actress has been serving some seriously stylish fall outfit ideas recently, and this navy ensemble really caught our attention.

In a chic skirt suit from Bottega Veneta featuring a cropped jacket and matching mini skirt, Reese looks to be channelling a grown-up version of her iconic Elle Woods character from cult Nineties favorite, Legally Blonde. While her character was known for her extensively pink and pastel wardrobe, Witherspoon was presenting an altogether more put-together vibe in one of the biggest fall/winter color trends 2025, navy blue, when she was spotted exiting a car in New York.

If you’re currently putting together your fall capsule wardrobe, an elegant skirt suit is a great addition, and a look that is very much on trend right now. However, one thing to consider is the length of your skirt. It’s important to find the perfect hemline for you – Reese’s above-the-knee skirt flatters her petite stature, creating the illusion of longer legs and proves that shorter can be better. But if you prefer a midi-length hem, there are plenty of trending skirts to be snapped up this season.


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ADD SHARP TAILORING TO YOUR FALL WARDROBE

By teaming her skirt suit with a classic striped shirt and timeless black pumps, Reese Witherspoon kept her shorter hemline looking elegant and business-like as she hit the promotional circuit for The Morning Show’s latest season debut.

Finishing her outfit with a pair of rectangular sunglasses as well as one of our favorite affordable designer handbags – DeMellier’s aptly named Midi New York tote – Reese’s outfit is a masterclass in timeless, tailored dressing.

(Image credit: Getty Images)

Shop the look

navy blue blazer, J Crew

J Crew

École Blazer in Italian Studio Wool Blend

A navy blazer never goes out of style and this cropped design is perfect for petites or those who want to style wide-leg jeans with a smart jacket.

Striped blue and white cotton shirt

Zara

Blue and White Striped Cotton Shirt

Striped shirts never go out of fashion, and this blue and white iteration will work hard in your wardrobe regardless of the time of year. A great way to add polish to any look, the cotton keeps it breathable for a comfortable wear.

Navy blue mini skort, J Crew

J Crew

Wrap-Front Skort in Bi-Stretch Cotton Blend

Thanks to this summer’s tennis skirt trend, Skorts have made a return to the fore for fall. This cool alternative to high hemlines is perfect for running around town.

Stuart Weitzman black patent slingback pumps

Stuart Weitzman

Vinnie 85mm Patent Leather Slingback Pumps

With a medium height heel, these Stuart Weitzman slingback pumps are the perfect comfortable everyday heels. Opt for a patent finish for extra drama.

Black Demellier New York tote bag EXACT MATCH

Demellier

Midi New York Black Small Grain Handbag

Considered a modern-day classic by fashion insiders, DeMellier’s New York tote bag has quickly gained cult status for its stylish design and practical size.

Una Angelic Stud Earrings, Round Cut, Gold Tone, Gold-Tone Plated

Swarovski

Una Angelic Round Cut Stud Earrings

Maintaining a professional look, Reese Witherspon chose to keep her jewelry to a minimum, with just a pair of timeless diamond studs adorning her ears.

When it comes to accessorising a tailored look, less is definitely better. A neutral, pared-back purse and simple slingback heels in timeless neutral colors, such as black, or beige stop the eye from being interrupted, allowing focus to remain on the outfit.

If you’re looking for jewelry to invest in, a pair of timeless diamond studs is the perfect piece to splurge on – they can be worn with every outfit, from your most comfortable jeans to your best wedding guest outfits.

Sign up to our free daily email for the latest royal and entertainment news, interesting opinion, expert advice on styling and beauty trends, and no-nonsense guides to the health and wellness questions you want answered.

If your budget doesn’t quite stretch to diamonds, Swarovski has long been the go-to for stylists and celebrities looking for a dazzling accessory or two – its affordable jewelry is a stylish and sparkly finishing touch to every chic outfit.

Tags: HottestReeseSeasonstailoringTrendWearsWitherspoon
Jacquiline

Jacquiline

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