Fall Outfit Idea for Women 25-44: Wide-Leg Jeans, Red Flats & Preppy Detachable Collar Look

This post may contain affiliate links. Please read our disclosure for more info.

Classic With a Twist: A Fresh Preppy Fall Outfit

This look is all about modern prep done the right way. Combining wardrobe basics like a navy cardigan and wide-leg jeans with standout accessories—red flats, gold jewelry, and a bold detachable collar—this outfit offers structure, contrast, and personality. It's the kind of look that feels effortless but leaves a lasting impression.

Outfit Breakdown: Smart Preppy With a Pop

1. Detachable White Collar
An instant preppy upgrade. Layered under any sweater, it gives you the polished vibe of a button-down—without the bulk.
👉 Shop similar on Amazon: Detachable White Collar

2. Navy Button Cardigan
A fall essential. Lightweight but warm enough for layering, with gold buttons that subtly match the jewelry.
👉 Shop similar on Amazon: Navy Cardigan

3. Wide-Leg Blue Jeans with Front Seam Detail
Relaxed and flattering, these jeans offer structure while adding a touch of retro cool.
👉 Shop similar on Amazon: Wide-Leg Jeans

4. Red Mary Jane Flats with Gold Buckle
The statement piece of the look—playful yet classic.
👉 Shop similar on Amazon: Red Flats

5. Black Structured Tote Bag
A workwear-inspired element that brings polish and practicality.
👉 Shop similar on Amazon: Black Tote Bag

6. Gold Knotted Hoop Earrings
Chunky but not loud—adds richness and texture to the look.
👉 Shop similar on Amazon: Gold Hoop Earrings

7. Gold and Black Watch
Timeless elegance meets everyday wearability.
👉 Shop similar on Amazon: Gold Watch

8. Rectangle Black Sunglasses
A nod to the old-money aesthetic—sleek and sophisticated.
👉 Shop similar on Amazon: Black Sunglasses

Style Tips

• Add a trench coat or longline blazer if you're stepping out.

• Tuck the detachable collar under a turtleneck for a high-fashion twist.

• Red lipstick or nail polish will tie in beautifully with the flats.

Why It Works:
✔️ Balances structure (jeans, collar, bag) with softness (flats, cardigan)
✔️ Uses red as a visual pop while staying grounded in neutrals
✔️ Smart-casual perfection—ideal for fall errands, coffee runs, or casual workdays