When I was a kid, I thought The Hollywood Squares was one of the funniest shows on TV. I particularly liked the quick-witted and often hysterical Paul Lynde, who for years was the center square.
Apparently most of the episodes of The Hollywood Squares of that era were destroyed. (Why in the world would NBC do that?) What is left, and available on YouTube, is outtakes and a few snippets of episodes. This clip of off-color comments, complete with classic outfits and hairstyles, gives a good sense of what the show was like.