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I have been adding a great collection of reprinted articles and ads on men's fashion from my collection of vintage magazines. Hope these will help you better acquaint yourself with the styles of the past.
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Shorts for the 1956 summer season according to Esquire
The shorts story is longer than ever before, in terms of style and fabrics. Ever since Esquire made the first break ( in the March, 1953, issue ) the fashion has taken off and now is winning in a breeze. Time was you could find one store in town had a pair in grey flannel. Now look them over: in cotton, pleatless front; India madras; short cords for action, wash and wear; blend fabric in stripes.
unusual togle pocket, no pleats; rich tone India madras; natural poplin; bright India madras.
Oops, never mind the shorts; cotton pin-checks; cotton tartan; bold vertical-striped blended fibers
striped India cotton; Glen Urquhart plaid in cotton; light-weave linen. Don't forget to wear them knee length so that you don't look like a fugative from a basketball team. With them you'll want knee-length socks in contrasting designs. The shoes of course should be the moccasins or sports styles shown above. And wear these shorts with a swagger, lads. This is a fashion with comfort men have been awaiting for so long, and now -in its many forms- it has entree anywhere.