Too Smooth

With two beautiful women by his side, Hefner struts his way across the front patio of the Playboy Mansion. His hair blowing in the air, Hefner strolls with typical leisure as his arms wrap around two beautiful Playboy bunnies. With a fashion sense ahead of his time, Hugh Hefner led so much more than an enterprise with Playboy; he was a fashion star, a businessman, and a hell of a personality for his fans to revel in. If you look closely you can see Hefner gripping his long black pipe, something he was rarely caught without during his early period of success. As his success spread and his money grew, Hefner still kept his same calm and collected demeanor, always ready for the next business venture.