Elegant Casual Transitional Outfits You’ll Love This Season

Transitional seasons can be the most challenging to dress for — mornings are crisp, afternoons warm, and evenings cool again. That’s why I created my Elegant Casual Transitional Style Guide, packed with 10 flattering outfit formulas, 5 bonus styling tips, and a capsule shopping checklist to make getting dressed effortless and elegant every day.

Today, I’m sharing the first 3 looks from the guide to give you a taste of what’s inside. These are timeless, comfortable, and easy to recreate from pieces you likely already own.

🤍 Look 1: White Tee + Sweater + Jeans + Ankle Boots
A crisp white tee under a cozy knit keeps you layered and comfortable. Straight-leg jeans and ankle boots add instant polish for a look that works from errands to brunch.

tee https://go.shopmy.us/p-22746320
sweater https://go.shopmy.us/p-22746333
jeans https://go.shopmy.us/p-22746352
boots https://go.shopmy.us/p-22773792
belt https://go.shopmy.us/p-22746390
earrings https://go.shopmy.us/p-22746415
bag https://go.shopmy.us/p-22746435

🖤 Look 2: Turtleneck + Trousers + Slingback Heels
Wide-leg trousers paired with a soft turtleneck create a refined silhouette. Slingback heels add sophistication while keeping the outfit season-spanning.

shoes https://go.shopmy.us/p-22746566
pants https://go.shopmy.us/p-22746570
sweater https://go.shopmy.us/p-22746575
bag https://go.shopmy.us/p-22746593

❤️ Look 3: Red Sweater + Jeans + Leopard Print Shoes
Brighten up fall neutrals with a bold red sweater. Leopard print shoes bring playful contrast while keeping the look elevated.

sweater https://go.shopmy.us/p-22746797
jeans https://go.shopmy.us/p-22746832
shoes https://go.shopmy.us/p-22746839
bag https://go.shopmy.us/p-22746847
earrings https://go.shopmy.us/p-22746861

These are just 3 of the 10 outfit formulas included in my Elegant Casual Transitional Style Guide. Inside, you’ll also find:

5 exclusive bonus style tips to elevate your casual outfits

A capsule shopping checklist with links to shop my favorite pieces

Outfit combinations you can adapt for work, weekends, or evenings out