Sis, this month we’re leaning into timeless silhouettes with a modern twist: think lady jackets, sweater dresses, wide-leg pants, knee-high boots, and accessories that make an outfit sing. I pulled options that flatter our curves, feel good on the skin, and pair beautifully with melanin-rich complexions—hello chocolate, camel, burgundy, olive, and gold accents.

Shop the products in the carousel at the bottom of this blog

1) The Forever Trench (rain or shine)

A trench instantly elevates school runs, office days, and date nights. Choose water-resistant twill or soft suede; belt it for shape and keep the length just below the knee for a sleek line.

Shop the look:

Nordstrom Trench Coats (multiple brands & sizes)
Budget Target Picks (great for casual days)
J.Crew “Icon”-style trenches get love this season

2) The Lady (Bouclé) Jacket

This is your “put-together in 10 seconds” piece. The nubby texture reads luxe; the cropped or hip-length cuts define your waist and layer over tees, blouses, or sweater dresses.

Shop the look:

J.Crew Lady/Lucie Tweed Jackets
Talbots Tweed Jackets (inclusive sizing, polished colors)

3) Cashmere & Soft Knit Layers

A relaxed cashmere crew and a ribbed sweater dress are October MVPs—warm, weightless, and elegant. Style with knee-high boots and a trench for a no-fail outfit formula.

Shop the look:

Madewell Cashmere Crewneck: Relaxed Cashmere
Macy’s Midi Sweater Dresses (great price points)
Quince rib sweater dress & cozy basics (budget luxe)

4) Wide-Leg (Comfy-Chic) Pants

Wide-legs lengthen the leg line and balance curves. Look for ponte or wool-blend with a high rise and a clean front—tailored but forgiving.

Shop the look:

Spanx “Perfect Pant” Wide-Leg (shaping ponte)
Banana Republic Wool/Wide-Leg styles

5) Knee-High Boots & Smart Loafers

Two footwear heroes—boots for dresses/skirts and loafers for trousers. Choose leather in rich brown or black; consider wide-calf if you need room at the shaft.

Shop the look:

Sam Edelman “Penny” Riding Boot (regular & wide-calf)
Franco Sarto Knee-High Boots (sleek & comfy)
Sam Edelman “Loraine” Loafer (classic bit loafer)

6) Brooch Moment (the easy outfit upgrade)

A single brooch can transform a coat, blazer, beret, or scarf—old-school glam with modern flair.

Shop the look:

Kendra Scott Royce Baroque Pearl Brooch
Why it works (styling inspo): Vogue on the power of a brooch Vogue

7) Wraps & Scarves (melanin-loving colors)

Cashmere wraps in camel, cocoa, or deep berry flatter our undertones and pull a look together—beautiful with denim, dresses, and suiting.

Shop the look:

Quince Mongolian Cashmere Wrap/Scarf

8) Polished Tights (sleek & smoothing)

When temps dip, reach for opaque or shaping tights to smooth lines under sweater dresses and skirts.

Shop the look:

Spanx Tight-End Tights (with mid-thigh shaping)
Commando Ultimate Opaque (dig-free waistband)

9) Color Story to Try This Month

Chocolate + Camel: Luxe neutrals that frame the face and glow on melanin.
Burgundy + Pink: Feminine, festive, and perfect for dinner dates.
Olive + Gold: Earthy with a hint of glam (add that brooch!).
Ink Navy: Softer than black but equally slimming—great for wide-leg pants and coats.

Two Easy October Outfits

1) Work-to-Dinner:
Tweed lady jacket + cashmere crew + wide-leg ponte + loafers + brooch

J.Crew Lady Jacket • Madewell Cashmere • Spanx Wide-Leg • Loraine Loafer Sam Edelman+3J.Crew+3Madewell+3

2) Weekend Chic:
Trench + ribbed sweater dress + knee-high boots + cashmere wrap

Nordstrom Trench • Macy’s Sweater Dress • Sam Edelman Penny Boot • Quince Wrap Quince+3Nordstrom+3Macy's+3

Fit & Styling Tips (for our 50+ glow)

Structure on top, flow on bottom: A slightly structured jacket balances wide-leg pants or a rib knit dress.
Define the waist: Belt trenches and sweater dresses; choose high-rise trousers for a long, lean line.
Texture play: Mix tweed, cashmere, and leather for richness without bulk.
Comfort first: Ponte knits, soft cashmere, and loafers with cushioned insoles keep you cute and comfortable.