As we’ve been telling you for the past few months, there’s trouble in the house of Playboy. According to sources, Hugh Hefner and his lead lady Holly Madison have finally split after having been on the rocks for a little while now, and its all do to the arrival of a set of twins who’ve just moved into the house.
Since Holly moved into the mansion seven years ago, she’s undergone quite the transformation. Check out our photo gallery of Holly to see how she’s changed, both physically and otherwise, throughout her relationship with Hef. [Getty Images]
Rumors of Holly and Hef's split had been circulating since the late summer of 2008, but it wasn't until October that the pair finally confirmed Holly doesn't live in the house. She took to her MySpace page to explain, stating "Hef and I will always be friends," then telling everyone to watch season 5 of "The Girls Next Door."

Comments
26 Responses to “Holly Madison: Through The Ages”
This can not be holly!
DAMN!!!!!!!!!She was a hot mess before Hef. She should just thank him for making her pretty and move on! thats kinda irresponsible to want children from someone who doesnt have that kind of time on his plate. The poor child will grow up without a father and that is selfish of her to demand!
SHE IS NOT PRETTY NOW SHE IS UGLY %&_*)))(@!&~($( %)#!!))_`%$(^_~)_ WHO WILL B BROKE SOON,YUCK!
WOW.. i think she looks like an awesomewild child.. Until she got all serious n jelous over the other GAZILLION women in Heffs life!
HOLLY MADISON IS A GOLD DIGGING $+$$#&^~#^#^*~)+`
Hey, I am so glad for her. She did what she did because she wanted. She must of cared for hef somewhat… Also, he knew what he was doing when he got involved with a much younger women. So Girl friend more power to you and best of luck…
?????????
she diserv the best i se that she realy love the man , just wante kids nothing wroung with that she is beatuful and will find a man that realy love her . that old man will mis her one day . i saw the show and think that al 3 gril realy care about him. he sould be carefull now with the women tha he meat. holly be happy you are beautifull… from a frind from puerto rico emily
Comment is require i like see you in person , i cant waite
DAMN!!! I see Girls Next Door every sunday and she does not look like this at ALL!!! I am sorry hef, but bridget is more beutiful than holly and Kendra is BAD ~*@%$!+`_`_^++( Besides on every show that i see it looks like holly dont even want to be near hef!!! i say hef gets a new girl cause holly is a GOLD DIGGER!!!!!!!!!!!!!!!!!!!!!!
Holly is a beauitful person inside and out and unfortionately wanted things from a man who didnt want to go down that road again! I think Holly has a lot of love from friends, family and her fans and she will succeed in any thing she does!!!!
I think Hugh Hefner is a fool. Holly really seemed to love him. He always told her he loved her. Why couldn’t he marry her. This man does not know what love is. I had a husband like that, always cheating but “he loved me” or so he said. I got rid of him too. Cheer up Holly you will meet the right man not a horndog. I thought Hefner seemed like a nice man, now I know better, I guess he like a lot of other people use others by playing on their emotions. Shame on you Hugh Hefner.
How SAD!!!! I had no idea they were broke up till now! She’s a new Director too for Playboy, so atleast she got that out of it. They really seemed to love eachother, but having children is a huge thing and you have to be ready for it, and Hugh wasn’t ready to do that again at 80 something, and I don’t blame him. Poor Holly!!! She’ll be fine. She’ll find someone else, this time maybe someone younger with more vigger and vim.
This man is stupud he had has soo many women I thought he and holly would made a cute family but this man lives on and off women it seems like he is using these women. Hef should be getting married he might have not long to live so he should spend his time finding love with Holly and make a family with her they will make a beautiful together
leave her alone…geez she needed it
Ithink it’s time for him to sit down. After while Viagra, side effects will kick in. So, forget how young he feels the body gets tired and he found someone that actually loved his wringled %+%_~*(_`^($#+@ He better think about it… And give her two damn kids while he still can….. Sorry Holly, I uess it wasn’t meant to be. You shouldn’t have to share a man anyway….
Holly is lucky that she is still young. Hopefully she was smart enough to pay herself and save that money … She should enjoy being single and not worry about men. That is when the right one will present himself.
OMG, that’s Holly?????? She looks GROSS!! Not even Playboy Bunny material!! She looks like a 50 year old, bony, mountain toothed geezer in this bunny photo!!! How did she improve so much?????????? Because she’s beautiful now.
It’s crystal CLEAR what’s going on in Hef land. Holly is is “wife”, Bridget is his homely sister and Kendra is his “daughter”. He is living out a sick fantasy of incest. He gets to bone his wife, his sister and his daughter. Gross.
I don’t get the whole future of no wife and kids thing though. She’s not been his wife for years, so what’s new? And as far as a future as a dad?? Um…Holly, sweetie, Hef is 82, he’s going to DIE when your child is a toddler. You’ll be a SINGLE mom regardless with Hef. Do you think he’s going to live forever?? Do the math sweetie.
Claudia dear, they’re ALL fools. Who agrees to be one of three girlfriends? And what beautiful 28 year old holes up with some 82 year old and wants him to be the father of her children ? They made their choices. Don’t feel sorry for them. They ARE fools. They all need serious therapy.
I think that she looks like an old librarian. it has ALWAYS blown my mind that she was a bunny. she just doesn’t look the type. give a librarian fake boobs and she is still a librarian
Id stil _+$@@!)(%_~$##+^ the &#%*`@$$!+~%%@!$ out of her sooo yeah…
Damn she was pretty ugly before playboy
Wow. MUCH better!
I think Holly is a real smart girl and I think she did the right thing by leaving and finding some one else. Shes a real beautful girl and I admire her in every thing she does I watch all the Girls next door epoisodes and I think all you guys are awsome.
wow she looks pretty old in the 1st pic than she does now. SHES WAAAY PRETTIER NOW
SHE WAS UGLY AND NOW SHE’S PRETTY THANKS TO PLASTIC SURGERY. SHE’S NOT A NATURAL BEAUTY. END OF STORY.