The lovely and talented Claudia Jennings was Playboy‘s Miss November 1969, and Playmate of the Year in 1970. Her birth name was Mary Eileen Chesterton. If it was me, I’d've changed my name too — but I would have just switched my first name to Chesty. Can you dig it? “Hi, I’m Chesty. Chesty Chesterton.” That is a name you can take straight to the mother effing bank!
Photographed by Pompeo Posar
Her father was a sales manager and her mother was a college professor. She was raised in Milwaukee, Wisconsin, and later moved to Evanston, Illinois, where she graduated from high school in 1968. Later that year, she joined the Hull House theater company in Chicago and got a job as a receptionist at the offices of Playboy magazine (