Kendra Wilkinson entered Playboy patriarch Hugh Hefner‘s life as a 19-year-old Playmate…then he entered her when he made the naive young sex kitten a member of his personal harem.
Not known for his penchant for monogamy, Hefner has occasionally collected several girlfriends at a time over the years, all of them young enough to be his granddaughters…and as of recent, his great granddaughters.
But Hefner is getting on up there in years now, which is one of the few things he can get up these days…
And the perils of old age have one of his ex-bedroom accessories on edge that a dirt nap awaits.

Kendra, now a 31-year-old mother of two, has been very vocal about 90-year-old Hefner’s well being…and whether or not he is healthy enough to continue to operate a human petting zoo at the Playboy Mansion.
She chimed in with her articulate medical knowledge thusly:
“I worry every day you know that at that age and I’m not gonna lie…I can’t say that … I’m not a medical person or any of that stuff.”
Profound…

But beyond the bard like observations of a woman that rose to fame riding a geriatric man like a bucking bronco, the unsettling truth is that Hefner is living on borrowed time.
It’s been reported that his frailty has gotten worse since the death of his brother, and that depression has set in for the aging playboy.
No doubt an existential crisis is brewing in his wandering mind, and becoming despondent about his future as the grave snarls so near is an all too natural outcome for his ravaged body to consider.
Time has been unkind to Hefner, he’s seen his empire crumble, been embroiled in the Bill Cosby sex scandal, had to sell off his iconic mansion for financial solvency, and beg the buyer to let him live out the remainder of his days on the property.
He was the embodiment of Peter Pan syndrome, the man who wouldn’t grow up…even when mother nature told his body he’d have to.
And now eternity is telling him he’s mortal, whether he listens or not, the days of Hugh Hefner are now numbered…
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