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Ok guys. This is sort of confusing, but I’ll try to break it down for you. Hugh Hefner, founder of Playboy magazine, is really old. To help sell magazines, he has perpetrated the stereotype that he loves having sex all the time with hot young ladies. But since he’s so old, he keeps a few on retainer to hang around his mansion, so he doesn’t have to expend energy running after them. Now he’s decided he wants to marry one of his “girlfriends.” And his old “‘Number One’ girlfriend,” Holly Madison, is sort of pissed.
Let’s just be clear. Hef is an 84 year old who spends all day in his pajamas talking about sex. If he weren’t so rich, the nurses at his home would up his meds. You cannot get mad at this man for his bad relationship decisions anymore.
And yet, Holly tells Us magazine that she wasn’t so happy to find out about her ex-”boyfriend” and his Christmas engagement.
“I have a lot of different feelings on it. I don’t just feel one way. I kind of didn’t want to put a generic statement out there like ‘Congratulations!’ because I felt everyone would see through that.”
Holly and Hef “dated” for seven years. While he also “dated” two other girls who wanted to be famous – Kendra Wilkinson and that other one from The Girls Next Door. Apparently, Holly had expectations that putting up with this four way pseudo relationship would one day get a rock on her finger. 
But she was wrong. Hef said he didn’t want to get married again. They broke up. Hef found new blondes to populate his mansion. One of them is Crystal Harris. And now they’re engaged.
Here’s the thing. Hef is an old man. Even if he used Viagra, he’d probably have a stroke while sexing these ladies. So what is Holly upset about? The fact that she can no longer sort his pills and walk him to doctors’ appointments?
No. She’s probably pissed that she doesn’t get legal access to Hef’s estate and fortune. But cheer up Holly! Hef would have given you a nasty pre-nup anyway. And now, maybe you’ll meet someone who won’t make you be a kept woman! Look at Kendra. There is hope for former Hefner contract ladies. Chin up!
I van just imagine the horrible afterlife waiting for this old goat
Women always fall in love with the soul. The age of the skin does not matter. Look at her eyes in photos…she loves this soul…
But the man did not fall in love with her concept. She did not sell monogamy to Heff. Heff for whatever reason is no interested in that even after 7 years with Holly…what does this new girl offer? A last chance at a new young love…maybe he sees the end of his life finally and wants companionship.
Oh, and even crazier, I think he thought she was too old to marry.
Of course! 24 is the ideal age for a girl living in the Playboy Mansion. Hef’s age is less important.
holly madison does have a boyfriend
Right. But she’s not married. And I think she’d very much like to be.
Crazy as it is, I think she really loved that old dude.