The Rat Pack consisted of five members — Frank Sinatra, Sammy Davis Jr., Dean Martin, Joey Bishop, and Peter Lawford. These five men gained a reputation for partying, drinking, performing, and even filming movies — one of them being 1960’s “Ocean’s 11” — together. In a Vanity Fair by James Wolcott, the Rat Pack was described as the “Mount Rushmore of men having fun.” The group was always busy, and that’s one of the reasons why Bennett wasn’t part of the pack. “I wasn’t in the Rat Pack. I had my singing and my painting, and with the hours they kept — whoa! — it’s just as well I wasn’t in that scene,” he said (via Express).
Despite not being a part of the Rat Pack, Bennett was good friends with Sinatra and had a lot of good things to say about him in a remembrance piece he wrote for Time magazine. “Loyalty: That one word overrides anything else you need to know about Sinatra. And of course it worked both ways with him. If he loved someone, he loved them for life. It didn’t matter if you were the queen of England or a waiter,” Bennett wrote.