Layered fall perfection 🍂 A classic preppy combo featuring a J.Crew Factory field jacket over a denim button-down shirt and olive green patch-pocket mini skirt. The look comes together with tall cognac boots and a tartan padded headband for a timeless, polished vibe. I added gold statement earrings and my TAG Heuer watch for a chic finishing touch ⌚️ My Dooney & Bourke bag is vintage, but I linked a few similar favorites that match the style perfectly — think classic leather textures and timeless silhouettes 👜 ⸻ 🛍 Shop the Look • Field Jacket – J.Crew Factory • Denim Button-Down – Amazon • Patch-Pocket Mini Skirt – J.Crew Factory • Tall Cognac Boots – Amazon • Tartan Padded Headband – Amazon • Gold Earrings – Heaven Mayhem • TAG Heuer Watch – Ben Bridge Jeweler • Similar Vintage-Inspired Bags – Dooney & Bourke ⸻ 💡 Style Notes This outfit is perfect for transitional weather, casual Fridays, or fall weekend outings. It blends preppy, equestrian, and classic American style — ideal for fans of J.Crew Factory, Tuckernuck, and Ralph Lauren aesthetics. ⸻ fall outfit inspo 🍁 | preppy fall outfit | J.Crew Factory jacket | denim shirt outfit | olive mini skirt | cognac knee-high boots | fall layering outfit | classic fall look | Dooney & Bourke vintage bag | tartan headband style | fall fashion 2025 | MrsPreppyRebel style LTKShoeCrush LTKFindsUnder50 LTKFindsUnder100

Share:

Shop this post

Paid links
Paid links
Field jacket | J.Crew Factory
Nine West womens Hecee | Amazon (US)
Sidefeel Womens Denim Shirt Button Down Long Sleeve Ruffled Edge Jean Blouses Tops | Amazon (US)
Christmas Padded Headband | Tartan Plaid Holiday Headband for Women (Nutcracker) | Amazon (US)
Lizzie patch-pocket mini skirt | J.Crew Factory
PRIZE CREAM | Heaven Mayhem
TAG Heuer Aquaracer Professional 200 Silver Quartz Watch, 30mm | Ben Bridge Jeweler
Lil Frankie Chain Necklace - Gold | Melinda Maria Jewelry
Not Your Basic Tennis Bracelet - Gold|White Diamondettes | Melinda Maria Jewelry
Isla Tennis Bracelet - Gold|White Diamondettes | Melinda Maria Jewelry
Lil Frankie Chain Bracelet - Gold | Melinda Maria Jewelry
Nylon Small East West Crossbody | Dooney & Bourke (US)
All Weather Leather 2 Duck Bag | Dooney & Bourke (US)