Hugh Hefner on His Breakup: 'I Was Road Kill'

Hugh Hefner is opening up about his emotional breakup with main girlfriend Holly Madison.

"I had planned to spend the rest of my life with Holly," the Playboy mogul told Us magazine, explaining that after their falling out, "I was road kill a couple of weeks ago."

Hef, 82, admits that he and Holly, 28, were unable to have kids, and that played a role in the split: "We tried to have a baby earlier this year and it didn't work out," he said. "She became very depressed."

Last month Hef told the mag: "She is still my girlfriend," he said. "Now will that last? I don't think anything lasts forever."

Published 10/9/08 by the Insider

Comments (41)

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  • You can hardly say 'he needs to get out and live his life'
    He's in his 80's an he's managed to surround himself with hundreds of beautiful 20 something women
    I'm sure he can't think of even one thing he'd rather be doing with his life
    Anonymous 3/29/09 Reply
  • i think its time for you to move on grandpa!!!!
    Anonymous 3/28/09 Reply
  • As a father of two girls, I must say this is the most rediculous thing I've ever seen ! Sure, all of these girls are/were in it for the money and glam.We all know why hef is in it and I personally doubt his motive is ever love. The thing that bugs...
    Anonymous 3/14/09 Reply
  • shame on hef why doesnt he have a girlfriend closer to his age instead of a 90 year age diffrence :/
    Anonymous 3/2/09 Reply
  • hef needs to sit his old ass down. he dont need anymore kids he to old for that. he aint nothing but a pimp and those grls aint nothing but glorified hoes. if it wasnt for the money they would never have looked at him twice. im glad they broke up...
    Anonymous 2/27/09 Reply
  • CAN I BE PLAYBOY 2 YES OR ON
    Anonymous 2/15/09 Reply
  • you got it right and gave me a good laugh
    Anonymous 2/7/09 Reply
  • Maybe I am in a world of my own but, reading the comments below is stunning. What a bunch of judgemental people. I personally think that Hef seems to be a very soft spoken, kind and gentle soul. Holly is as kind and gentle. Only they know what is up...
    Anonymous 1/3/09 Reply
  • Aside from all the age stuff, I think Hugh is a great man. He is someone to be looked up too, he started a revolution, and opened up a magazine in an era which was anti-sex. Maybe Holly saw what many people don't see. The true Hef. She feel in love...
    Anonymous 12/31/08 Reply
  • WOW... kinda funny how now that Hef can't get her prego so that when he passes away she can get a load of his money... she doesn't love him enough to stay with him anymore and moves on the the next guy with money... B****!!
    Anonymous 11/11/08 Reply
  • With all thier money and resources, they couldn't just adopt a baby or buy one! If he keeps adding names to his will, everyone will come away with $100.
    Anonymous 11/11/08 Reply
  • i think holly was truely in love with hef. i watch the show faithfully and she was so happy with him. i do think hef and holly should get married, he did it once before and i think holly and hef deserve eachother and i think they would last till...
    Anonymous 11/10/08 Reply
    • I agree. Hef was just the diving board into the pool of money, athletes and rappers.
      Anonymous 11/11/08
  • aww you guys made the cutest couple ever i love heff and holly she was my favorite along with bridget and kendra! I really did think you guys would last forever! why did you just adopt a little asain baby or something lol!
    Anonymous 11/9/08 Reply
  • I believe that holly was in love with hef but not being able to have children with the man you love is heart breaking and holly has made the wisest choice for her happiness.
    Anonymous 11/7/08 Reply
  • Thank God! She gave new meaning to "dumb blond". She is as plastic, ugly, fake and dumb as he is old and wrinkled
    Anonymous 11/6/08 Reply