5. BLK DNM Leather Bomber Jacket   If you look, it has all the trappings of an old Eisenhower jacket. The bomber jacket in this form became popular after World War II. In the '50s and '60s, greasers and punks and classicists wore it and it became that iconic jacket and it has never lost that pedigree, but it's definitely cut slimmer for a new clientele. It's a very thick leather, he specifically wants you to buy it, wear it on your motorcycle, shopping on a Sunday, whatever. He wanted it to be trim but thicker leather. You need to beat this up. This jacket, you'll have for 20 years.  Available at parkandbond.com
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