Raise A Glass!

With a look of pity for all of us, Hefner seems to be raising a glass to his life of success and the subsequent beauty that has engulfed his life. It almost seems like he has finally realized he’s made it in this picture, as if all the while before this one he was unsure. We’re not quite sure whether any of that is true, but honestly who cares? He is clearly enjoying himself, basking in the ambiance of his ambivalent nature, and carefree lifestyle. Flying by the seat of his pants (perhaps quite literally), Hefner embraces his untroubled days as they fall off the calendar, as if the days wake him, instead of the other way around.