Hey, everyone. It's Bobby here, the executive shopping director at Who What Wear. Today, you can also call me your personal stylist (no payment or appointment required), as I'm sharing a mix of shopping and styling with an edit of fall outfit ideas I put together from Shopbop. FYI, the big fall sale ends today, October 1, and you can take 15% off $200+, 20% off $500+, and 25% off $800+.
These forward-yet-versatile pieces work seamlessly with the full outfits below or can mix into your existing wardrobe. Think directional outerwear and pops of color. I know I'm the one who put together the looks, but in my opinion, each vibe is giving "I'm the chicest in the room." Keep scrolling for more.
(Image credit: Shopbop)You can't deny the power of a high-neck leather jacket—instant coolness. Add detailed jeans, an of-the-moment quarter-zip sweater, and printed flats, and you're set.
LE BOP Pebble Faux Leather Bomber in Black WAYF West Quarter Zip Sweater in Ivory DL1961 Becca Low-Slung Baggy Pants Chimi Tony Sunglasses Madewell Sage Ballet Flats (Image credit: Shopbop)Consider this ensemble for something modern yet elegant. A trench brings the polish, and a scarf sweater brings the glamour.
Vince Draped Fringe Scarf Sweater LE BOP Toby Trench Coat Vince Grid Dot Pull on Slip Skirt By Adina Eden Amber Brown and Teal Blue Dangle Earrings in Multi SIMKHAI Jenny Slingback Pumps (Image credit: Shopbop)I'm feeling this layered vibe with the turtleneck underneath the corduroy button-down shirt. The coordinating pink pants are also relevant.
LE BOP Winnie Corduroy Button Down Shirt AGOLDE Caryle Turtleneck Top in Corinth Reformation Elara Pants in Rosy STAUD Maude Satchel in Espresso Distressed Jenni Kayne Vale Leather Loafers (Image credit: Shopbop)Go for it this fall with a statement coat and pants! To balance out these pieces, the simple long-sleeve top and boots feel right.
Rhone Strata Long Sleeve Top Paris Georgia Python Leather Trousers in Tobacco Snakeskin Proenza Schouler White Label Juliette Coat in Hemp/Black AIRE Artemis Sunglasses in Dark Tort rag & bone Kai Suede Ankle Boots (Image credit: Shopbop)A rugby polo is a fall 2026 staple. Style it with utility jeans, trendy oxford flats, and fun accessories.
Sold Out The Classic Rugby Polo AGOLDE Curve Utility Jeans Polo Ralph Lauren Chino Sport Cap in Classic Camel ANINE BING Elly Small Grained Leather Tote in Fig Madewell Greta Lace Up Oxford Flats