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Holly Madison Sad About Hugh Hefner’s Engagement

As mentioned before, Holly Madison left Hugh Hefner because she couldn’t get a ring out of him. She even dated Criss Angel to make him jealous. A pretty poor plan if you think about it because Hugh could just find comfort in the breasts of another DD blonde. Which he did, apparently. Anyway, Holly is pretty broken up about the engagement.

Meanwhile, Hef’s ex — longtime galpal Holly Madison of “Girls Next Door” TV show fame — is said to be very upset about the engagement announcement. She long tried to snare a proposal from Hefner herself.

“She can’t believe Crystal was able to get Hef to agree to something she had tried for so long,” said a source close to Hefner.

Even after Madison’s fling with magician Criss Angel — supposedly done to make Hefner jealous — and Hefner’s plea for her to come back to him, he still never proposed marriage or gave her a ring.

The Sun Times does mention that there’s a good chance Hugh won’t go through with the marriage and that if he does, his prenup will be iron clad. They actually said, “That prenup will be tighter than Cher’s most recent facelift!” Aww, snap. Cher burn.

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photog69
photog69
13 years ago

Isn’t is blatantly obvious that any alleged relationship with Hugh Hefner is for publicity purposes that mutually benefit both Hef & the attention whore of the month?

Chinee
Chinee
13 years ago

Congratulations to both Hugh Hefner and Chrystal!! If they’re happy together, more power to them. Let them enjoy their time together.

john1513
john1513
13 years ago
Reply to  Chinee

going to be sick

muggy
muggy
13 years ago

If you would consider snuggling up with the shriveled twig and berries, you’re just a crack whore with a better zip code.

Jessica
Jessica
13 years ago

Men like to think marriage is their idea….and Holly was too pushy. I don’t think she saw it, but everything she did sent Hef the message that HE wasn’t the one she loved, but rather she loved the IDEA of what SHE wanted. Me, me, me. Talking about her ideal wedding, showing him baby clothes, finding another man??? Yeah, nothing says “I love you” above all others like talking about your own agenda and fucking someone else.
I’m sure Crystal is just loving being with Hef, and Hef is loving being with Crystal. Good for them!

Brobertazzi
Brobertazzi
13 years ago

I feel sad for holly she was so in love with him and he was very much in love with her.
they made a cute couple and age really doesn’t matter. hefner you love holly and i really think that you gave the ring to the wrong girl. you were with her for 8 wonderful years
and beautiful memories.

stella
stella
13 years ago

THANK GOD HEF COULD SEE THOUGH ‘HOLLY THE GOLD DIGGER’ AND IS NOW WITH SOMEONE SINCERE..
I’M HAPPY FOR HEF FOR MAKING A WISE CHOICE IN CRYSTAL!
THEY DEFINITELY ARE SOUL MATES

Deanna
Deanna
13 years ago
Reply to  stella

Are you serious?! Crystal and Hef hardly know each other and she’s clearly a rebound from Holly whom he truly loves. $100 bucks says Hef ends up marrying Holly, his true soul mate, instead!

WTF Slut
WTF Slut
13 years ago

Loool! You’re reporting “information” from The Sun. . .

WTF Slut
WTF Slut
13 years ago
Reply to  WTF Slut

Anyways, yes, Holly was a major gold digger and she’s completely fake (personality wise). I hope him and Crystal are happy together. . . she’s very pretty.

Star
Star
13 years ago

Holly didn’t date Criss Angel to make Hefner jealous – she dated Criss Angel to make Criss’ fans PUKE of the thought that he was with her. Criss lost mega fans for flaunted this low life plastic bimbo.