The luxurious mansions, the decades of sex with the world's hottest women (Fact. Hef has had sex more with more beautiful women in his life, than I've had erections), his access to illegal drugs, his ability to do illegal drugs off the bodies of beautiful women, the ability to have beautiful women do illegal drugs off him, travel the world, host amazing parties, and work at a magazine.
If you can't find something to be jealous about in that long sentence, I think you need to reexamine what you find important in life.
Hef has beat the system. He has made a life of being a porn slinging ladies man, with thousands of women left in his wake. But is he happy?
Hef's life may be filled with constant satisfaction, but I believe that satisfaction looks a lot like a donut. His center is missing. Life needs to be a balanced meal, can't be made up of only sugary sweets, it needs to have substance and meaning.
Hef has been locked in the world's greatest candy store since he was a little boy. Sure it was great at first, and probably through the first few decades. But reality begins to set in. If you don't have stability, structure and loyalty, your center begins to sag, amongst other things. When you leave this world, whether your Hugh Hefner, or some asshole, you wonder "Who will remember me when I'm gone?" Will someone be able to remember the real Hef?
So while we're all looking in at his mansion, wondering how great it is inside, I bet Hef is looking out. Thinking about the life he could have had and the love he never found.
Even the greatest party in the world gets old and 20 year old pussy gets boring, "right"?
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