In really predictable news, Hugh Hefner is allegedly telling his friends that he should have manned up and proposed to Holly when he had the chance. He was of course dumped by “24” year-old Crystal Harris just a few days before his wedding was set to take place last weekend. It’s not clear if Holly would have married Hef back when they were together. She was open about hoping to have Hef’s children and admitted to funding her own fertility treatments in a futile attempt to get pregnant with his baby. It’s too late now anyway, Holly has moved on to her own career filming a reality show and getting paid for Vegas appearances and she’s dating a guy who is presumably young enough to have swimmable sperm.
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.”
[From Hollywood Life]
He should have married Holly, but Holly actually was there for him and wasn’t using him like Crystal was. He wasn’t that interested in a woman who would have stood by him and cared for him when he inevitably got sick, and he picked the fickle one who ended up leaving him. He got what he deserved in the end.
Last week Crystal did an interview with Entertainment Tonight which was aired in two parts. We covered the first part of the interview, where she basically said Hugh was cheating on her, but didn’t own up to her long running affair with Dr. Phil’s son. I actually wanted to cover the second part but forgot about it until it was too late – she was bitching about her curfew under Hef and basically confirmed the strict schedule he has his concubines on. Several other paid guests at the mansion have confirmed this account – the girls had to be back home for curfew and they had to show up for movie nights on the weekend. They were getting paid a thousand dollars a week cash, they got free room and board and a clothing and plastic surgery allowance yet they still bitched about their curfew. It’s like they didn’t want to show up for work.
As for what Crystal will do next, she tells ET she has “no idea,” but she did show up to host a pool party in Vegas over the weekend. She better not be trying to launch a career there or Holly will cut a bitch.
Holly is shown on 6/22/11 and with Hef in August, 2008. Crystal is shown on 6/18/11. Credit: Fame and WENN.com
“Holly actually was there for him and wasn’t using him like Crystal was”
You’re kidding me, right? Holly wasn’t using him? Dream on.
Oh boo hoo for Hef. A jerk who has treated women like trashy possessions for years, is now wishing he had married Holly now that someone finally had the guts to treat him how he has treated others.
He is so broken hearted, he already has another woman in his bed. He is truly disgusting and delusional. I feel not one ounce of sympathy for this old pervert.
Maybe get it through your head that you are not 30 anymore and live your life more as a man in his 80’s, with some sense and dignity.
Ummm….reality check: he is 85 years old! No woman under the age of 70 is with him for any other reason than what he can do for her.
I’m not saying there can’t be some mutual feelings or whatever but give me a break.
Hef is going to tweet to strongly deny this very very soon. Even though its probably soon. Something along the lines of:
“Reports that I want to get back with an old girlfriend are untrue. Anna’s my #1 now and she’s wonderful”
Ugh, I hate old men who try to find themselves with young young women.
There’s no fool like an old fool.
He doesn’t need a wife, he needs a nurse. He is so repulsive…actually so are all his “girlfriends”.
True love is hard to find. It’s even harder when you have fame, money and status. I mean having all these attractive, vapid, slutty women who open their legs when you come near them must be so hard!
Holly was the only one I ever liked and I have to admit came off as WAY more genuine than all his other replacement blondes.
i admit to watching that guilty pleasure ‘Girls Next Door’ and remember the episode when they went back to Holly’s hometown in Alaska (?).
she really seems like a small town girl with stars in her eyes, but at the end of the day wanted to be a devoted wife to Hef & have a few kids.
i really believe she would’ve been the one wiping his inevitable drool & helping with his Depends. oh well.
yep. he blew it. 😉
Holly was probably using him too but at least she would have been there to change his Depends for him.
Yeah, I’m thinking it’s not so much that Holly “truly loved” Hef as that she was truly committed to that life. She had no problem with the other women, with the curfew, etc. She wanted to be Mrs. Hef, dug the perks and was OK with the gross downside (including Depends, @normades!)
But part of me thinks this is all a little convenient, no? Does it not sound like we’re setting the stage for a big reconciliation btwn Holly and Hef and a slew of covers about “Love At Last!” as they finally wed? I mean, once you take it as fact that *all* of the “girlfriends” are basically just a publicity stunt, that’s the stunt that takes the cake, right?? Crystal leaves him and he begs Holly for forgiveness?
Charlie Sheen meet your Ghost of the Future – Hugh Hefner!
Live in interchangeable prosties is the very definition of happiness and true love, you men are soooo smart.
Hugh is winning, duh.
Hello captain obvious! Holly probably dodged a bullet herself though, but I do believe she really did love him.
It’s bad enuff to marry someone as old as your dad but your GRAND-DAD? I’ll flip burgers first!
maybe it’s all the fake tan and trash tv star make-up, maybe it’s the Sally hansen Hard as Nails look in her eyes, but Crystel Harris looks like she’s 29-30 with some good skin peeling products. She’s lost that lovely mid-twenties facial roundness.
Other than that, I don’t have that much sympathy for Hef. But I’m a brunette and I’ve always felt slighted by his vocal assertion of the supremacy of blondes. Is hair colour that dulling a factor? Yeesh.
Does anyone wonder what these girls looked like before all the surgery and bleach?
Apparently, Hef’s idea of marriage is a union between any two people…..at least one of which is under 30 who has a spoon and a bowl of warm oatmeal.
I like Holly better than all those other “girlfriends”, but one of her boobs is pretty cattywompus up there.
roflmao at the last 5 comments.
“Hugh is winning, duh.”
thank you, sloane wyatt. i just laugh-snorted coffee.
Well I can understand that having a curfew of 9pm… every night… would be annoying.
Especially if you are living that kind of life in LA. Where you are invited to all kinds of events. But you have to leave early to get home by 9pm. It would get old.
I always thought Hugh’s issue with Holly, was that she wanted to be involved with the actual running of the magazine. She actually wanted to work on the business side of it.
Holly had a plan. She wanted to be more than some random piece of ass for an old man. And probably would have made him a good wife.
But he wanted to live the illusion of having a blonde for sex. And one who kept her mouth shut otherwise, so the men folk could talk.
One has to remember that Holly was with Hef for about 7 years. Longer than pretty much all of his girlfriends.
However, I highly doubt Holly is going to go back running to Hef. She’s moved on from that life, and undoubtedly remembers spending 7 years with him, yet no promise of a ring. Then when she broke up with him, he suddenly gets engaged to Crystal right after.
I’m sure Hef probably realizes that Holly probably truly did care for him as a person and he fucked up. But I’m sure that he won’t go back to her and he knows she won’t come back to him.
“He got what he deserved in the end.” this. and i love how people are bitching about these women using him when he’s built a career on using women to fund his massive empire and mansion. paybacks a bitch and you reap what you sow.
C’mon now guys, he’s the biggest loser in all of this and he’s old so why put him down so much. At least you can see how foolish we all can be no matter how old or experienced we are. Whatever game or circumstances. When he dies tomorrow, your fun will be over, right?
He’s right, he should have married Holly. I truly believe that she loved him and accepted his lifestyle. It’s insulting that he admits NOW that he should have married her. What a jerk.
Holly would dump whoe’er she’s with and marry Hef in a NY-minute if he asked her — and she should! I always liked Holly best… she seems to have been the only lady (since Barbi, maybe?) that’s really loved the ol’ goat.
What in the lopsided h*ll is wrong with Holly’s implants?
Yes, one of her boobs is way deflated. Whats up with that?
Anyway…when hugh shuffles off this mortal coil perhaps we will finally be done with disgussing all of these attention whores (and him. He is vile).
I thought the mag said RUNAWAY 🙂
He thought Holly was using him and Crystal was not. He really got this one wrong.
I believe that Holly really cared for Hef. I don’t know if she was in love but she wasn’t using him. I think the only reason he didn’t marry her was because of Holly wanting kids. He’s really old. Crystal doesn’t seem the motherly type.
Why would a guy like him even consider marriage, aside from publicity reasons. In his line of work everybody uses everybody to get someplace! Are people really sad about this? Hahahaha
Hef and Larry Flynt (Hustler) are interesting guys, because while they clearly built businesses off of sex, they have these weird conflicting old-fashioned morals that come from their generation/upbringing. Hef, for all the bed-jumping, has always been involved with his children (heck, his DAUGHTER was the one running “Playboy” for the past 25 years or so) and Larry Flynt has thrown people out of his casinos for disrespecting his female dealers– and even for swearing.
It’d be fascinating to be their psychiatrists.
Holly was his female equivilent. Using sex for their careers, both very focussed on business. She was smarter than the rest, more ambitious… Which is the reason Hef pushed her away. He’s threatened by a woman that’s even slightly intelligent, with opinions/ambitions. With prosititutes who rely on him entirely (Even so much as to be setting a curfew, for God’s sake), there’re no demands that come with a normal relationship.
It just makes it incredbly obvious that he’s a control freak on a pathological level. The sick bastard got exactly what he deserved for being a disgusting human being.
@Annaloo – “Ugh, I hate old men who try to find themselves with young young women.”
Notice how it’s *only* wealthy older men who ‘land’ the strippers & prostitutes with a suspicous knowledge of insurance policies & poisons.