Options for all the modern pairings I walk through in the video are below - including a great selection of riding boots, heels, and blazers and jackets to pair them with for a modern look in 2025/2026! LTKFindsUnder50 LTKOver40 LTKStyleTip

Share:

Shop this post

Paid links
High Rise Double Knit Stirrup Pants | Gap (US)
Ponte Stirrup Legging | Spanx
Birdie Faux Leather Jacket | Shopbop
Valerie Faux Leather Biker Jacket | Shopbop
The Polar Fleece Jacket | Shopbop
Marmont Faux Fur Jacket | Shopbop
Quinn Hourglass Blazer | Shopbop
Tomoko Jacket | Shopbop
Kylie Pants | Shopbop
MAXI CITY | Zara US
SHOPPER BAG | Zara US
FLAP CITY BAG | Zara US
SPLIT SUEDE LEATHER SHOULDER BAG | Zara US
LIMITED EDITION LEATHER CITY BAG | Zara US
Italian Wool Tailored Coat | Quince
Double-Faced Merino Wool Scarf Coat | Quince
Morning Doug Jacket | Reformation (Global)
Gray Herringbone Suede Patch Leo Blazer | Tuckernuck (US)
Oversized Wool-Blend Blazer | Gap (US)
Italian Wool Oversized Blazer | Quince
Sleek Slingback Flats (Freya) | C.Paravano | cparavano
Women's Pointed Toe Slingback Heels Metal Buckle Ankle Strap Kitten Low Heel Pumps 2 Inch Stylish... | Amazon (US)
iiimmu Slingback Heels for Women 3.5 in / 4 in Kitten Heel Closed Toe Pumps Dress Shoes | Amazon (US)
Adria Knee High Boot | Vince Camuto
Bridget Knee Boots | Sezane Paris - US
Dominique Knee Boot | Reformation (Global)
Chocolate Suede Ryder Boots | Tuckernuck (US)
Francine Riding Boot by Flattered | Banana Republic (US)
Nancy Knee Boot | Reformation (Global)
Coutgo Womens Slingback Kitten Heels Closed Pointed Toe Pumps Buckle Strap Wedding Party Dress Sh... | Amazon (US)