Winter Business Casual Outfit Guide

The Looks

scored by harmony

Quiet Luxury

Cashmere Sweater · Flannel Trousers · Blucher Moccasin

score

Knitwear

Cashmere Sweater

€€€€

Expensive

Timeless

Try-hard

Trousers

Flannel Trousers

€€€

Expensive

Timeless

Try-hard

Shoes

Blucher Moccasin

€€

Expensive

Timeless

Try-hard

+ Add Classic Dress Watch €€€€

Quiet Luxury

Camel Overcoat · Oxford Cloth Button-Down · Flannel Trousers · Blucher Moccasin

score

Outerwear

Camel Overcoat

€€€€

Expensive

Timeless

Try-hard

Shirts

Oxford Cloth Button-Down

€€

Expensive

Timeless

Try-hard

Trousers

Flannel Trousers

€€€

Expensive

Timeless

Try-hard

Shoes

Blucher Moccasin

€€

Expensive

Timeless

Try-hard

+ Add Classic Dress Watch €€€€

Quiet Luxury

Cashmere Sweater · Navy Chinos · Blucher Moccasin

score

Knitwear

Cashmere Sweater

€€€€

Expensive

Timeless

Try-hard

Trousers

Navy Chinos

€€

Expensive

Timeless

Try-hard

Shoes

Blucher Moccasin

€€

Expensive

Timeless

Try-hard

+ Add Classic Dress Watch €€€€

Quiet Luxury

Turtleneck Sweater · Flannel Trousers · Blucher Moccasin

score

Knitwear

Turtleneck Sweater

€€

Expensive

Timeless

Try-hard

Trousers

Flannel Trousers

€€€

Expensive

Timeless

Try-hard

Shoes

Blucher Moccasin

€€

Expensive

Timeless

Try-hard

+ Add Classic Dress Watch €€€€

Double-Breasted Blazer · Oxford Cloth Button-Down · Khaki Chinos · Blucher Moccasin

score

Jackets & Blazers

Double-Breasted Blazer

€€€

Expensive

Timeless

Try-hard

Shirts

Oxford Cloth Button-Down

€€

Expensive

Timeless

Try-hard

Trousers

Khaki Chinos

€€

Expensive

Timeless

Try-hard

Shoes

Blucher Moccasin

€€

Expensive

Timeless

Try-hard

+ Add Classic Dress Watch €€€€

Quiet Luxury

Camel Overcoat · Oxford Cloth Button-Down · Khaki Chinos · Blucher Moccasin

score

Outerwear

Camel Overcoat

€€€€

Expensive

Timeless

Try-hard

Shirts

Oxford Cloth Button-Down

€€

Expensive

Timeless

Try-hard

Trousers

Khaki Chinos

€€

Expensive

Timeless

Try-hard

Shoes

Blucher Moccasin

€€

Expensive

Timeless

Try-hard

+ Add Classic Dress Watch €€€€

Old Money

Trench Coat · Oxford Cloth Button-Down · Khaki Chinos · Blucher Moccasin

score

Outerwear

Trench Coat

€€€

Expensive

Timeless

Try-hard

Shirts

Oxford Cloth Button-Down

€€

Expensive

Timeless

Try-hard

Trousers

Khaki Chinos

€€

Expensive

Timeless

Try-hard

Shoes

Blucher Moccasin

€€

Expensive

Timeless

Try-hard

+ Add Classic Dress Watch €€€€

British Prep

Waxed Jacket · Oxford Cloth Button-Down · Khaki Chinos · Blucher Moccasin

score

Outerwear

Waxed Jacket

€€€

Expensive

Timeless

Try-hard

Shirts

Oxford Cloth Button-Down

€€

Expensive

Timeless

Try-hard

Trousers

Khaki Chinos

€€

Expensive

Timeless

Try-hard

Shoes

Blucher Moccasin

€€

Expensive

Timeless

Try-hard

+ Add Classic Dress Watch €€€€

Quilted Jacket · Oxford Cloth Button-Down · Khaki Chinos · Blucher Moccasin

score

Outerwear

Quilted Jacket

€€

Expensive

Timeless

Try-hard

Shirts

Oxford Cloth Button-Down

€€

Expensive

Timeless

Try-hard

Trousers

Khaki Chinos

€€

Expensive

Timeless

Try-hard

Shoes

Blucher Moccasin

€€

Expensive

Timeless

Try-hard

+ Add Classic Dress Watch €€€€

Double-Breasted Blazer · Oxford Cloth Button-Down · Flannel Trousers · Blucher Moccasin

score

Jackets & Blazers

Double-Breasted Blazer

€€€

Expensive

Timeless

Try-hard

Shirts

Oxford Cloth Button-Down

€€

Expensive

Timeless

Try-hard

Trousers

Flannel Trousers

€€€

Expensive

Timeless

Try-hard

Shoes

Blucher Moccasin

€€

Expensive

Timeless

Try-hard

+ Add Classic Dress Watch €€€€

Old Money

Trench Coat · Oxford Cloth Button-Down · Flannel Trousers · Blucher Moccasin

score

Outerwear

Trench Coat

€€€

Expensive

Timeless

Try-hard

Shirts

Oxford Cloth Button-Down

€€

Expensive

Timeless

Try-hard

Trousers

Flannel Trousers

€€€

Expensive

Timeless

Try-hard

Shoes

Blucher Moccasin

€€

Expensive

Timeless

Try-hard

+ Add Classic Dress Watch €€€€

British Prep

Waxed Jacket · Oxford Cloth Button-Down · Flannel Trousers · Blucher Moccasin

score

Outerwear

Waxed Jacket

€€€

Expensive

Timeless

Try-hard

Shirts

Oxford Cloth Button-Down

€€

Expensive

Timeless

Try-hard

Trousers

Flannel Trousers

€€€

Expensive

Timeless

Try-hard

Shoes

Blucher Moccasin

€€

Expensive

Timeless

Try-hard

+ Add Classic Dress Watch €€€€

Key Pieces

Winter · Business Casual

Shirts

Blue Stripe Dress Shirt

Subtle candy or Bengal stripes. More personality than white, still classic.

€€

Accessories

Repp Stripe Tie

Diagonal stripes in school or club colors. The Ivy League tie. Silk preferred.

€€

Accessories

Leather Belt

Tan or brown. Always match to shoes. The invisible rule everyone notices.

€€

Trousers

Flannel Trousers

Grey flannel. The mark of a man who understands tailoring. Dress up or down.

€€€

Accessories

Leather Briefcase or Satchel

Tan or brown leather. Aged is better. The old money carry, never a nylon backpack.

€€€

Trousers

Pleated Trousers

Single pleat, high rise. Old money uniform. Currently experiencing a justified revival.

€€€

More Looks

Browse all season & formality combinations

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