Men's Styling Guides

10 Ways to Style Cashmere Sweaters for an Old Money Look

Quick Answer

To style cashmere sweaters for an authentic old money look that projects refined status, follow these 10 essential combinations:

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1.     Navy crew neck with Oxford shirts and grey flannel trousers for versatile day looks

2.     Camel V-neck over white shirts with subtle ties for business settings

3.     Grey turtleneck under navy blazers with wool trousers for sophisticated winter outfits

4.     Burgundy crew neck with neutral pieces for controlled colour accent

5.     Oatmeal cashmere with dark denim and brown loafers for casual elegance

6.     Forest green V-neck under tweed jackets with chinos for country club style

7.     Black turtleneck with grey flannel suits for modern formality

8.     Ivory cashmere with corduroy trousers for weekend heritage style

9.     Light blue thin cashmere under double-breasted blazers for yacht club elegance

10.Monochromatic grey cashmere looks for understated sophistication

Key Points to Remember

• Let Oxford shirt collars sit flat on top of crew neck sweaters and ensure cuffs are visible below sweater sleeves
• Select V-necks with a shallow V that shows just enough of your tie for business settings
• Always match your belt to your shoes and keep accessories minimal—a quality watch with a leather strap is sufficient
• Focus on classic fit—not too slim and not too loose—and choose quality shoes like penny loafers, Oxford brogues, or Chelsea boots

Want to learn more? Continue reading the full article below ↓

Cashmere sweaters are essential for creating an authentic old money look. Their luxurious quality and timeless appeal project status and sophistication without appearing showy.

This guide covers ten practical ways to style cashmere sweaters to achieve a refined old money aesthetic while maintaining a modern edge.

1. Wear Navy Crew Neck Cashmere with Oxford Shirts for Versatile Day Looks

Pair a navy crew neck cashmere sweater with a light blue or white Oxford shirt.

Let the shirt collar sit flat on top of the sweater for a classic preppy appearance.

Add grey flannel trousers for a traditional combination that works in various settings.

Complete the look with penny loafers or leather Derby shoes in dark brown.

Keep the shirt cuffs visible by pulling them slightly below the sweater sleeves.

This combination works for both office environments and weekend social gatherings.

2. Layer Camel V-Neck Cashmere Over White Shirts with Ties for Business Settings

Choose a camel v-neck cashmere sweater with a shallow V that shows just enough of your tie.

Wear a white dress shirt underneath with a navy, burgundy, or subtle patterned tie.

Match with navy or charcoal wool trousers for a balanced colour palette.

Select Oxford or brogue shoes in brown or black depending on your trouser colour.

Add a simple leather belt that matches your shoes for a coordinated appearance.

Keep accessories minimal—a quality watch with a leather strap is sufficient.

3. Style Grey Turtleneck Cashmere with Navy Blazers for Sophisticated Winter Outfits

Wear a grey cashmere turtleneck as your base layer under a structured navy blazer.

Choose medium grey rather than light grey for more versatility and less maintenance concerns.

Add charcoal or navy wool trousers to create a streamlined silhouette.

Complete the look with Chelsea boots or leather Derby shoes in black.

For outerwear, add a camel or navy overcoat that extends below the blazer length.

This combination works perfectly for winter social events where you want to appear polished.

4. Combine Burgundy Crew Neck Cashmere with Neutral Pieces for Subtle Colour

Use a burgundy cashmere crew neck to add controlled colour to your old money wardrobe.

Pair with neutral items like grey flannel trousers or dark denim for weekend wear.

Layer under a navy or grey herringbone sports jacket for more formal settings.

Keep other elements of your outfit in the neutral palette to let the burgundy stand as a focal point.

Add brown suede loafers or Chelsea boots to complement the rich tone of the sweater.

This approach adds depth to your look while maintaining the restraint of old money style.

5. Wear Oatmeal Cashmere with Dark Denim and Brown Loafers for Casual Elegance

Choose an oatmeal (light beige) cashmere crew neck or v-neck for weekend styling.

Pair with dark indigo or navy denim that has no distressing or visible branding.

Add brown penny loafers or boat shoes depending on the season.

Include a navy quilted vest or gilet over the sweater for outdoor casual events.

Keep the fit of both sweater and jeans classic—not too slim and not too loose.

This combination creates a relaxed yet refined weekend look that maintains old money sensibilities.

6. Layer Forest Green V-Neck Cashmere Under Tweed Jackets for Country Club Style

Wear a forest green cashmere v-neck under a brown or grey tweed sports jacket.

Pair with beige or tan chinos for a classic country club aesthetic.

Add a white or light blue Oxford shirt beneath the sweater.

Complete the look with brown suede brogues or desert boots.

Include a simple pocket square in a complementary colour for more formal occasions.

This combination evokes the countryside heritage associated with old money families.

7. Style Black Cashmere Turtlenecks with Grey Flannel Suits for Modern Formality

Wear a black cashmere turtleneck under a light or medium grey flannel suit.

Ensure the turtleneck fits perfectly—snug at the neck without stretching or sagging.

Choose black leather Oxford shoes to maintain the formal nature of this combination.

Add a silver-toned watch with a leather strap as your only visible accessory.

This look creates a modern interpretation of old money style suitable for evening events.

The monochromatic approach signals confidence and sophistication without trying too hard.

8. Combine Ivory Cashmere with Corduroy Trousers for Weekend Heritage Style

Pair an ivory or cream cashmere crew neck sweater with brown or olive corduroy trousers.

Add a button-down Oxford shirt in blue or white underneath.

Complete with brown suede desert boots or leather loafers.

For outerwear, add a waxed cotton jacket in olive or brown.

Include tortoiseshell sunglasses for a heritage accessory touch.

This combination creates a refined weekend look perfect for country outings or casual gatherings.

9. Layer Thin Blue Cashmere Under Double-Breasted Blazers for Yacht Club Elegance

Choose a light blue thin cashmere crew neck or v-neck sweater as your base layer.

Wear under a navy double-breasted blazer with brass or mother-of-pearl buttons.

Pair with white or cream trousers in summer or grey flannel in winter.

Add brown or burgundy penny loafers to complete this nautical-inspired look.

Include a white pocket square folded simply in your blazer pocket.

This combination channels the yachting heritage often associated with old money circles.

10. Style Monochromatic Grey Cashmere Looks for Understated Sophistication

Create a tonal outfit using different shades of grey cashmere and wool.

Pair a light grey cashmere sweater with charcoal grey flannel trousers.

Add a mid-grey blazer or sports jacket to create depth through subtle shade variations.

Use texture contrasts between the smooth cashmere and rougher wool jacket to add visual interest.

Complete with black leather shoes and a black leather belt.

This sophisticated approach to monochromatic dressing signals confidence and refined taste.

Project Status Through Strategic Cashmere Styling

Creating an old money look with cashmere sweaters requires attention to colour, fit, and thoughtful styling combinations.

Focus on classic pieces rather than trends to build a wardrobe that communicates enduring style and status.

For personalised recommendations based on your specific body shape and seasonal colour palette, consider The VOU’s professional styling services.

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Learn which garment styles suit you best through our Body Shape Quiz, and find your ideal personal style with our Fashion Style Quiz.

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