Fall-Fashion Overachievers: A+ for Katie Holmes, J.Lo, Rihanna, and More

It appears as if celebrities have unanimously agreed to bring the fashion this fall. That’s right, we’ve been hit every week with a smattering of fresh and forward autumn fits from some of the coolest A-listers. In fact, when you boil it down, there’s actually a select group of women we’re calling the fall-fashion overachievers.
Yep, Katie Holmes, Jennifer Lopez, Rihanna, and Hailey Bieber just so happen to be four of the key It ladies we’re consistently turning to for style inspiration this season. TBH, you’re probably already well aware on the why factor here after spotting some of their famous elevated fall ensembles like Holmes’s cardigan and bra set and Rihanna's recent no-pants look.
Well, to dig a little deeper into the matter, we rounded up the three most A+ autumn outfits from each of these sartorial experts below—a range of casual and more dressed-up vibes. Basically, if you’re looking to up your fall wardrobe game, the looks below are a great place to start. Keep scrolling for more, and shop the key piece featured in each fit as well.
On Katie Holmes: Westward Leaning Moore 03 Sunglasses ($235); Khaite cardigan and bra; 3.1 Phillip Lim Alix Shoulder Bag ($944); Acne Studios Bernelle Leather Mules ($480)
This fall vibe is everything with the coordinating cardigan and bra set, rigid jeans, and mules.
On Katie Holmes: Khaite Blythe Checked Wool Trench Coat ($2401); Jimmy Choo Romy Mesh Pumps ($750)
A long trench with straight-leg jeans, a white T-shirt, and pumps is a fall uniform we should all adopt.
On Katie Holmes: Mango Lapels Wool Coat ($200); Acne Studios Leather Mules ($480); Louis Vuitton Rose des Vents PM Bag ($4000)
Incorporating a rust shade into a fall outfit is so right now.
On Rihanna: Nanushka Mahali Ribbed-Knit Maxi Dress ($430); Bottega Veneta clutch; Amina Muaddi x Browns sandals
A sweaterdress and heels—the simplest yet most fashion-forward fall 'fit out there.
On Rihanna: Miu Miu Camouflage Cardigan ($1140) and wool shorts, Louis Vuitton bag; Bottega Veneta sandals
Really feeling bold? Try an extra-long cardigan as a dress or as an accent to a jeans and tee look.
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)
A camel sweater will make anything you’re wearing look more expensive—including light-wash skinny jeans.
On Hailey Bieber: J.W. Anderson Trench Coat ($1645); Nike x Fear of God sneakers; Celine sunglasses
An oversize trench with plaid accents is incredibly modern with a cropped tee, loose jeans, and sneakers.
On Hailey Bieber: J Brand x Elsa Hosk Leather Birthday Blazer ($1298); MM6 Maison Margiela Inside Out Logo Tee ($255); Jacquemus Les Bottes Pantalon Boots ($1180); Celine sunglasses
White knee-high boots shine with a coordinating dress and blazer.
On Hailey Bieber: Marina Moscone blazer; By Far bag; Amina Muaddi heels
Lean into that ’90s vibe with a slip dress, slouchy blazer, and strappy sandals.
On Jennifer Lopez: Fendi top, trousers, and bag; Versace heels
You can’t go wrong with a classic button-down and trousers—timeless.
On Jennifer Lopez: Alex Perry coat
The hot pink trend is here to stay. Try a monochromatic vibe like this one, or simply incorporate pops of the print for a statement look.
On Jennifer Lopez: Monse dress; Max Mara bag; Jimmy Choo Anouk Pumps ($650)
Toss a duster coat over anything—including a gorgeous plaid dress—for an elegant silhouette.
Up next, check out the basics Jennifer Aniston swears by.
Bobby Schuessler is a fashion editor with over a decade of editorial experience covering shopping, style, and beauty. He's spent 10 years at Who What Wear, currently leading the market team to deliver highly covetable and convertible content. He creates data-driven shopping guides featuring top retailers like Nordstrom, Shopbop, and Net-a-Porter and is at the forefront of Who What Wear's shopping tentpole strategies, including Amazon Prime Day. He also works on branded content initiatives and appears on camera in video and shopping livestream franchises.
-
Everyone Will Run to Buy This '90s Sandal Trend After Seeing What Hailey Bieber Just Wore
It's still going strong.
By Allyson Payer
-
Not Black, Not White: The "Just Right" Sneaker Color Everyone in Fashion Is Wearing
Get on board.
By Nikki Chwatt
-
Hailey Bieber Wore the Elevated Sneaker Trend Fashion People Love the Most to Disneyland
Makes sense.
By Allyson Payer
-
Spotted in Midtown NYC: The Blazer Trend Elegant Dressers Will Wear With Jeans This Spring
I feel strongly about this.
By Allyson Payer
-
10 Who What Wear Editors, 64 Spring Buys—Inside Our Seasonal Mood Boards
Everything inspiring our wardrobes this season.
By Anna LaPlaca
-
Anti–Skinny Jeans Are Still Ruling in 2025—Finally, 15 Fresh Ways to Wear Them
Stealing these looks this season.
By Michelle Scanga
-
From Prada to COS—Here's Everything I Packed and Wore for Milan Fashion Week
A full breakdown.
By Eliza Huber
-
I Already Have an Elevated Closet, But If I Were to Start Over, I'd Go for These 5 Staples
Effortless outfit ideas ahead.
By Jennifer Camp Forbes