'When Hugh Hefner was growing up on Chicago’s West Side he used to see the beacon sweep across the sky. He wrote that it represented Gatsby-esque glamour to him. It later became the Playboy Building, known for its large sign and blue beacon on top. In 1966, he moved the magazine's offices into the Palmolive Building at 919 N.In the weeks that followed, I simply decided, 'F- it! I’m going to create the magazine I want to create no matter what.' And I did.' I’d been a real school leader and done all sorts of creative things - shows and musicals. 'I’d recently attended a high school alumni revue that reminded me of all of the good times I had as a kid. 'About a year before the first issue of Playboy, I was standing on the Michigan Avenue bridge, looking out at the river, a bit teary-eyed, thinking, “Where is my life going?” ' he told NBC5. Playboy came out of a key moment in Hefner's life that occurred Downtown.

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In 2016, Hefner sent the school's newspaper, the Steinmetz Star, a pledge of $37,500 over five years (or $7,500 a year) to preserve the paper's more-than-80-year tradition of printing after Chicago Public Schools officials announced the Star's print edition would have to cease because of cost concerns. In June 1949, Hefner married classmate Mildred Williams and their 10-year marriage produced two children: Christie in 1952 and David in 1955. He started referring to himself as 'Hef' and once described his character as 'a lanky Sinatra-like guy with a love for loud flannel shirts and cords, and jive for music.' Playboy,' author Steven Watts says Hefner became the leader of a group of friends, and at 17, 'created the persona of an imaginative, romantic figure' which 'became a template for his life.' Mobile Ave., which he would later describe as the place where he became 'the teenager that I wanted to be.' Hefner went to Steinmetz High School, 3030 N.

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