Holly to Hugh: Hef Off

Holly Madison dropped some big news on us Monday night -- she and Hef are no longer together.
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If a love affair between a 28-year-old woman and an 82-year-old man can't work, what hope is there for the rest of us?

Reader Comments

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31. At Hef's age he probley forgot he ever dated her by now.Holly is over the hill for that old fart.

HH

Posted at 8:26AM on Oct 7th 2008 by sslah

32. Wow: Holly is "breaking up" with the octogenarian stud coincidentally with shares of Playboy Enterprises falling to $3.04 on the NYSE and panic setting in as to how to stem the financial bleed and generate more cash to keep the mansion afloat. Could it just be possible that the multiple girlfriends on Hef's arm were a contrived charade for "The Girl's Next Door?" After all, the Playboy lifestyle is predicated on the myth that Hugh Hefner is jetting around the globe with any number of available nubile young women at his disposal.

It sells a lot more magazines than picturing an 82 year-old man going to bed early with a bowl of chicken soup and watching old movies on TV.

Posted at 8:21AM on Oct 7th 2008 by Mr. Excitement

33. I love you Holly, you will be a great success in life. You are too good to stay with someone who won't give you what you want. You are beautiful inside and out. I can't wait to see what you do next!

Posted at 8:24AM on Oct 7th 2008 by Laura

34. I like Holly. You people are mean. But where kan i see an old photo of her??

Posted at 10:37AM on Oct 7th 2008 by jonalisa

35. Holly, 28! PLEASE!

Posted at 9:05AM on Oct 7th 2008 by muffy

36. I agree about Bridget being a total sweetheart and being the only real one of the 3. Kendra has her moments, but she is just young and gotten her way too much in life to have any substance. If it is true, it's no surprise! I have always tried to decide if Holly's facial expressions were limited to a smile and a blank look...never see her face move in any other way. Botox? Even on really joyous occasions like her sister getting married, it was the same. When she made that slip and slide, even going down that her face remained the same as if she was smiling for a picture! She just gives off a real snarky vibe all the time. Hef seems to truly care about all of them, but only in the most grandfatherly way (well and for sex too). I don't feel bad for any of them, they have been living a very lavish lifestyle! All of the posing for pictures in the mansion and a party a week has turned them all into cardboard cut outs. Hef, keep on doing what you do. Holly was/is silly to think he would ever marry her! I think he truly enjoys the company of the three of them- but c'mon, no way he will ever settle down and pop the question. Kendra should go off and do something meaningful, Bridget should get her own campy show on Bravo/ or E! or be an entertainment journalist, and Holly should learn to crack a real smile and open up her own "men's magazine".

Posted at 9:10AM on Oct 7th 2008 by I watch it, in secret!

37. I think Holly will be just fine. I think she's actually intelligent. What fun it must be/have been living at the Mansion. If these girls did their homework, before being involved with the Heffner/Playboy machine, they feel/lfelt lucky to be a part of it. In his prime, Hefner was admired by men and loved by women. He is an icon. Do any, of you from Boston, remember there used to be a Playboy Club in Park Square? Bridget, you'd look younger, if you cut your hair. You looked fabulous in your birthday/Murder Mystery birthday show.

Posted at 9:18AM on Oct 7th 2008 by BostonKate

38. I never liked that catty snooty baggage. She wanted to hook Hef so bad......and now she's out. Could not happen to a better person.

Posted at 11:56AM on Oct 7th 2008 by Sharrie

39. To borrow from an old joke, Now that we have established what you are, what will be the price for the next guy to sample your body? My guess is she should pay the first few guys as she has to be out of sexual shape and rusty.

Posted at 9:55AM on Oct 7th 2008 by cowbulls

40. AWWW. Poor Holly and poor Puffin Boooooo....

Whatevs. I'm so addicted to TGND, it's crazy. I love watching people act like complete idiots. It gives me something to laugh about.

Posted at 9:42AM on Oct 7th 2008 by Moose

41. Hmmm....

Hef called into Ryan Seacrest's radio show this weekend & sd that they were still together.

He did go on to say that because Holly wanted to marriage & children it was understandable that they might part ways eventually, but... sounds like he thinks theyre still on as of this wknd.

Posted at 9:48AM on Oct 7th 2008 by The short chick in the back

42. I know Holly and Hef and I'm thrilled that Hef decided it was over with. The girl is a ungreatful piece of crap. She all of a sudden thought she was all unique and special and filled her own head with an ego trip. Hef doesn't have an ego and he is the one making all this wonderful money. Holly on the other hand got her head really high up her ass and I think in the long run, Hef finally saw it and decided that...especially her wanting a baby so bad..what a ridiculous thing. Then Hef would owe her lots of money, things would get legally complicated and being 81 yrs old, Hef doesn't need that in his life. He does love Kim who lives next door and Holly knew it in her heart..Who cares about Holly.
YOOO HOLLY, SEE YOU AT THE HALLOWEEN PARTY... ELVIS! LOSER

Posted at 9:56AM on Oct 7th 2008 by sandy

43. she mustve got tired of changing his diaper

Posted at 9:59AM on Oct 7th 2008 by Bob.A.Booie

44. Good thing she got out of the relationship with Hef - he was never going to marry her or have a baby with her, which is what she wanted. Hey, she has her own money now and probably still works at his magazine - so she is set! Now she can find a guy who is willing to give her the family she's been wanting.

Posted at 10:11AM on Oct 7th 2008 by Jennifa O Jenny

45. I liked Bridget

Holly, aside from being the least attractive, you could tell was just out for money
Kenra, while probably being the best looking, is as dumb as a doorknob..could you imagine a life with her? Talk about daily aggravation.

Bridget was the brighest, good looking, really pretty normal...she'll come out of all of this the best.

Posted at 10:46AM on Oct 7th 2008 by Dan

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