March 1962 issue of GQ with John F. Kennedy on the cover. The story from GQ.com:

“In March 1962, John F. Kennedy appeared on the cover, though it came to light that either he didn’t realize he was being photographed for GQ or he pretended not to. ‘People are remembered in this world for one thing,’ Kennedy was quoted as saying in Time magazine. ‘Calvin Coolidge is remembered for wearing an Indian headdress…. I’ll be remembered now as the man who posed for Gentlemen’s Quarterly.’ Time went on to report that Robert Kennedy called GQ a ‘fag rag.’”