1. Academic Chic & Polo Heritage
This ensemble perfectly captures the “Old Money” aesthetic with a whimsical, scholarly twist. The cream Polo Bear sweater serves as a playful centerpiece, layered under a classic brown checked blazer for a sophisticated, academic feel. Paired with a tailored corduroy midi skirt and elegant pointed-toe mules, the look is grounded in rich textures and warm autumnal tones.
- Polo Bear Intarsia Knit Sweater
- Brown Checked Tailored Blazer
- Camel Corduroy Midi Skirt
- Graphic Canvas Tote Bag
- Pointed-Toe Buckle Mules
- Crystal Drop Hoop Earrings
2. Sophisticated Textures & Equestrian Edge
Blending professional tailoring with equestrian-inspired accents, this look is the epitome of polished style. A textured herringbone blazer is cinched at the waist with a signature “RLL” belt, creating a sharp silhouette over a classic cable-knit sweater vest. The addition of a sleek leather skirt and intricate lace-detailed slingbacks adds a modern, feminine touch to these traditional heritage pieces.
- Herringbone Wool-Blend Blazer
- Striped Cable-Knit Sweater Vest
- Black Leather Pencil Skirt
- RLL Logo Leather Waist Belt
- Black Leather Slouchy Tote
- Lace-Embellished Slingback Heels
- Large Abstract Gold Earrings
3. Gilded Olive & Winter White
This outfit offers a luxurious take on seasonal layering by mixing high-contrast neutrals with metallic textures. A shimmering gold cardigan provides a festive glow against deep olive wide-leg trousers, while a crisp white wrap coat adds an air of effortless elegance. Finished with sculptural pearl drop earrings and gold-buckled pumps, it’s a sophisticated look designed for transition and style.
- White Wool-Blend Wrap Coat
- Metallic Gold Button-Down Cardigan
- Deep Olive Wide-Leg Trousers
- Black Leather Hobo Bag
- Pointed-Toe Buckle Pumps
- Sculptural Olive and Pearl Earrings
- RLL Gold-Tone Buckle Belt
4. Sophisticated Navy & Chinoiserie
For a fresh and bright take on the Old Money aesthetic, this navy blazer and white midi skirt combination is unbeatable. The blue and white floral “chinoiserie” tote bag adds a curated, feminine touch to the sharp tailoring.
- Tailored Navy Blazer with Crest Detail
- Blue and White Striped Button-Down
- White Silk Midi Skirt
- Blue and White Floral Graphic Tote
- Black Patent Leather Bit Loafers
- Earrings
- Belt
5. Professional Pinstripes & Gold Knits
This look is ideal for the office or an upscale lunch. It balances a sharp navy pinstripe blazer with a warm, textured gold crewneck sweater. The beige wide-leg trousers keep the look clean and modern.
