While there are tons of classic outfit combos one could wear to easily impress this season—in fact, you can see and shop nine of my favorites here—a handful of our favorite celebs have chosen the riskier route to fall fashion and caught my attention in doing so. Whether it’s the seemingly popular decision to skip pants or the equally prevalent choice to opt for a bra instead of a blouse, from Gigi to Katie to Barbie, the below It girls are not playing it safe in the slightest, but, wow, is it paying off.
If this is the part where you start to assume these looks won’t be for you, trust me when I say that somehow, they’re actually quite approachable. I typically describe my day-to-day style as simple, but I think I’m drawn to the below looks because, for the most part, they’re actually all twists on basics and classic pieces. To see all seven of the outfits for yourself and shop some of the items you’ll need to get the looks along the way, just keep scrolling.
Why bother with pants when you can look this good in an oversize leather blazer, T-shirt, and It boots?
On Hailey Bieber: Celine sunglasses; Jennifer Fisher Maeve Hoops ($750); J Brand Elsa Birthday Blazer ($1298); MM6 Maison Margiela Inside Out Logo T-Shirt ($225); Jacquemus Les Bottes Pantalon Leather Boots ($1279)
Pierre Suu/GC Images
I'm living for the way Bella's Fenty blazer gives the illusion of a three-piece suit but with a lingerie-inspired twist thanks to the built-in corset detail.
Another "daring" look I'm itching to copy is Rihanna's cardigan-and-mules outfit which, naturally, she wore to the airport, of all places, last month.
BrosNYC / BACKGRID
Katie Holmes schooled us in another way to turn the classic cardigan on its head when she styled hers with a matching bra top and the look went absolutely viral.
On Katie Holmes: Westward Leaning Moore 03 Sunglasses ($235); Khaite The Eda Bralette ($520) and The Scarlet Cardigan ($1540); 3.1 Phillip Lim Alix Shoulder Bag ($895); Acne Studios Bernelle Leather Mules ($480)
Ricky Vigil M/GC Images
Last but certainly not least, Gigi reminds us that the coolest (and conveniently most cost-effective) way to style a suit for a night out is simply with a bra.
On Gigi Hadid: Ralph Lauren jacket and pants