One of the great classic styles of overcoats is called the chesterfield. It’s single-breasted, with a fly front (hidden buttons), a velvet collar, and a breast pocket. The velvet collar is a remnant of the days when men wore their hair long and rarely washed it; a velvet collar could be replaced as often as needed. Today the chesterfield is one of the more formal overcoat styles; the fly front gives it a sleek look.
Coat: Saks Fifth Avenue chesterfield, thrifted, $30
Suit: Southwick, thrifted, $8
Shirt: Brooks Brothers, bought secondhand online, $40
Tie: Rubinacci, gift, $0
Shoes: Johnston & Murphy, thrifted, $12
At retail prices: At least $2000