11. Revisit Gritty Old Times Square


Memorial Day in Times Square might conjure up images of the famous V-Day Kiss photograph, but this weekend, revisit the Times Square of a couple decades later, the 1970s, on Untapped Cities Tour of the Remnants of Gritty Old Times Square. On this tour, our expert guide will take you back to when 42nd Street was the Deuce and the Great White Way was a red light district.

You’ll discover what Times Square was like when it was overrun by peepshows, grindhouses, adult book stores, dive bars, hotsheet hotels, sex clubs, porno theaters, and massage parlors and meet a cast of characters like the King of the Peeps; the reclusive genius behind the McDonalds of Sex; the woman who built a gay and S&M porn empire; and the slumlord with two suitcases filled with gold and five wives. While Times Square may be seen as nothing more than a tourist trap, there are still remnants of its seedy past hidden in plain sight.

Gritty Old Times Square

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