Holly Madison dropped some big news on us Monday night -- she and Hef are no longer together. 
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?
Filed under: Break-Ups, Playboy
31. 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
32. 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
33. 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
34. 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
35. 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
36. she mustve got tired of changing his diaper
Posted at 9:59AM on Oct 7th 2008 by Bob.A.Booie
37. 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
38. 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
39. 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
40. Let's face it Holly, you are getting too old for that ancient old fart, has anyone noticed that he is getting old himself and can harley navigate when he is walking around or is it just me? Watch him, his knees are bent, he can't stand up straight and he walks very slowly, hmmm, maybe he needs to use his walker more. Holly, go out there and show us what you are made of, GO GIRL I say
Posted at 10:50AM on Oct 7th 2008 by Janest
41. GODDAMN AMERICA VOTE FOR NOBAMA & SLOPPY JOE 08
JEREMAIH WRIGHT
Posted at 10:56AM on Oct 7th 2008 by Jeremaih Wright
42. She clearly said she was not with Hef so she couldn't invite him... DUHH!! not that she is no longer with him anymore!! She just said she cannot invite anyone without being with him, like right next to him for him tos ay okay!! lol TMZ really knows how to make a mountain out of a mole hill!! dumbasses.
Posted at 11:01AM on Oct 7th 2008 by KM
43. See even you got to old for that pervert! Look out all you parents he's on the look out for more 18 yr olds. Why don't you stick to the grannies they need love too and face it Hef Your F'n Old!!!!!!!!!!!
Posted at 11:09AM on Oct 7th 2008 by janet
44. Good for U Hef!! Those HO'S are just like beer cans!!! When your done with them, you squash them and throw them away!!!
Such is the fate of all gold-diggers!!!
Posted at 11:15AM on Oct 7th 2008 by buddha1
45. What I don't get is how did Holly actually believe Hef would ever let her have his baby. I guess it was obvious to everyone but her that he would never agree.
Posted at 11:16AM on Oct 7th 2008 by *entertained*
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