Vintage Leather Jacket. When it comes to the niche subculture of heritage clothing, each garment is generally more of an investment than a frivolous purchase. And one menswear classic that will certainly be with you for years to come is a leather jacket. Just like fine wine—or a pair of raw denim jeans—a good quality leather jacket will only get better with age, as it molds to your body and gains beautiful patina with each wear.