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Hugh Hefner Regrets Not Marrying Holly Madison — She's 'Loyal' & 'Kind!'

Wed, June 22, 2011 6:04pm EDT by HL Intern 8 Comments

Hef is feeling the pain following his split from fiancee Crystal Harris, and wishing he stayed with former lover Holly!

Hugh Hefner, 85, is pining for his ex-flame now that his engagement to much younger girlfriend Crystal Harris, 26, has been called off. She got cold feet just days before her $1 million wedding to the eternal playboy!

Earlier this year, former Playboy Playmate Holly Madison, 32, expressed her concern for Hef to Life & Style magazine, worrying that Crystal was “using him to start her career.” After she heard the engagement was called off, Holly went straight to the Playboy mansion to give Hef her support.

While she’s happy to be a shoulder to lean on, sources close to the reality star insist that she and Hef will never rekindle their romance, explaining, “That chapter of her life is closed.” Holly is now dating the managing partner of XS nightclub in Las Vegas, Jesse Waits.

So sad for Hef — he’s reportedly been telling people, “I should’ve married Holly.” — Too little too late!

–Paris Grimmond

Get More Hugh Hefner Gossip Here

  1. Holly Madison Attacks Crystal Harris On Twitter!
  2. Crystal Harris Breaks Down Over Hugh Hefner In Interview, ‘Relieved’ She Called Off Wedding.
  3. See Crystal Harris’ Sexy New Playboy Cover! Plus, Why She Left Hugh Hefner!