Hugh Hefner proposes to 24 y/o girlfriend

[ashbeeigh]

Playboy's Hugh Hefner engaged to 24-year-old former playmate

December 26th, 2010

Who says May-Miss December romances don't work?

Hugh Hefner, the 84-year-old Viagra-popping founder of Playboy, is tying the knot for the third time.

This time the lucky gal is 24-year-old Crystal Harris, December 2009 playmate of the month.

“When I gave Crystal the ring, she burst into tears,” Hefner posted on his Twitter account. "This is the happiest Christmas weekend in memory."

“Yes, the ring I gave Crystal is an engagement ring," he clarified later for those asking if it was merely a Christmas present or a step forward for the couple.

Hefner posted that he and Harris spent the night before Christmas watching a movie, then exchanging gifts. Hefner had a few for his girlfriend, which Harris tweeted pictures of, including the legendary diamond Playboy watch.

His big gift was the engagement ring. It was a "memorable Christmas Eve together," Hefner tweeted.

Video: The world's ultimate playboy gets engaged

Hefner's love life has, of course, been well documented – including the popular reality show showcasing a trio of girlfriends in "The Girls Next Door."

Hefner and his previous wife, 1988 playmate of the year Kimberley Conrad, were married in 1989 and separated in 1998. They divorced this year. Now Hefner will walk down the aisle half a century after his first marriage in 1959 to Mildred Williams.

But if you think Hef might not be the exact icon of monogamy or a perfect relationship, he begs to differ. In an interview with RadarOnline.com after the breakup of Sandra Bullock and Jesse James, he said more than anyone, he knows all of the sides to a relationship – and what makes one work.

"I was married and completely faithful for eight years," he told Radar. "I lived a single life, a playboy lifestyle, before and after it, but while I was married I was faithful to it." Hefner told the New York Times magazine in July that he uses Viagra – which he called "God's little helper" – a couple of times a week.


http://news.blogs.cnn.com/2010/12/26/playboys-hugh-hefner-engaged-to-24-year-old-former-playmate/?npt=NP1

[NASpurs]

Incredible. The guy was 60 when she was born.

[BackStabber]

Hugh is the man.

[mrsmaalox]

Ewwww.....:lol

[Jose Canseco]

She's older than I'd expect

[CosmicCowboy]

Well, he's been banging the Shannon twins until Crystal moved in and they are still around if he wants a little variety...

http://assets.gearlive.com/celebrities/blogimages/hugh-hefner-afi-twins.jpg

[JoeChalupa]

Viagra. :tu

[lebomb]

Money

[Frenzy]

Money


Viagra. :tu

+ endless bitches

= best...life....evvvvvvver.

[TDMVPDPOY]

seems like he prefers blondes...if you look at his pass gfs thats always in the media with him

[CosmicCowboy]

seems like he prefers blondes...if you look at his pass gfs thats always in the media with him

Uhhh...actually, Barbi Benton was a brunette...as well as the rest of them...they just color their hair...

[Slomo]

I was at a game in the Staples center (sometimes around 2004) when they did the kiss cam thing on the big screens. After showing several couples in the audience they showed Hugh sitting in his luxury box, the next moment an avalanche of several blond playmates jumped on him.

I thought it was pretty funny (while turning green with envy).

[4>0rings]

Why did Anna Nicole Smith get so much grief over that old fart and these bitches are given the green light...

[Fabbs]

Kenduh Wilkerson stated how she had to sneak out of the mansion "so she could have sex". So much for studly Hef. :rollin

You buy the fabricated myth that the Cryptkeeper is banging any of these skanks and you're just being a sheepy little consumer. Not sure if viagra would even work on Monty Burns Hefner anymore.

As to the Incest Twins or for that matter any of the entourage skunks, like Mrs. M said.
ewwwwww.

[fraga]

You the man Hef!!!

[ohmwrecker]

Hef has got to be shooting dust at this point.

[Creepn]

Kenduh Wilkerson stated how she had to sneak out of the mansion "so she could have sex". So much for studly Hef. :rollin

You buy the fabricated myth that the Cryptkeeper is banging any of these skanks and you're just being a sheepy little consumer. Not sure if viagra would even work on Monty Burns Hefner anymore.

As to the Incest Twins or for that matter any of the entourage skunks, like Mrs. M said.
ewwwwww.


So? Even then, how many beauties do you have frolicking about naked in the halls (hall?) of your house?

[greyforest]

didn't the internet make playboy completely irrelevant and obsolete?

[ORION]

Ashbeeigh, you know you'd marry him because there is more to him than just money. Any chick this dude dates is a joke. Good for him, but these chicks...come on seriously?

[Fabbs]

So? Even then, how many beauties do you have frolicking about naked in the halls (hall?) of your house?
All i need. One.

As to paying semi attractive shells to live with me, hope it never happens.

[ORION]

All i need. One.

As to paying semi attractive shells to live with me, hope it never happens.

I agree man. If you can't earn them on your own then I wouldn't be proud of it.

[CuckingFunt]

Well, he's been banging the Shannon twins until Crystal moved in and they are still around if he wants a little variety...

http://assets.gearlive.com/celebrities/blogimages/hugh-hefner-afi-twins.jpg

Yeah.

'Cause when I see that picture, variety is the first thing that comes to mind.

[ididnotnothat]

Yeah.

'Cause when I see that picture, variety is the first thing that comes to mind.

A variety of scenarios and positions come to mind.

[Tinystarz]

I don't even think he mashes them anymore. He just likes to be around pretty girls.

[ididnotnothat]

Well, he does an image to uphold.

[Sportcamper]

Ewwww.....:lol
Double Ewwww...

[Viva Las Espuelas]

Must be love of money

[Cheese]

uhhh,wow 24. thats pretty old

[spursfan1000]

Props to him

[CosmicCowboy]

Must be love of money

Yep...
:greedy:greedy:greedy:greedy

[Viva Las Espuelas]

Ha. You must've missed it.

[mojorizen7]

Hef has got to be shooting dust at this point.
:lol

[ididnotnothat]

What are the odds Hef lives longer than the marriage?

[Xevious]

I know it's all about image and money... but what does an 84-year-old have in common with a 24-year-old - a child basically?

[ididnotnothat]

I know it's all about image and money... but what does an 84-year-old have in common with a 24-year-old - a child basically?

Love? And you consider a 24 yr old woman a child?

[4>0rings]

Love? And you consider a 24 yr old woman a child?
:lmao Love

[ashbeeigh]

Crystal Harris says Hugh Hefner's lifestyle caused split

Posted 2 hours, 1 minutes ago by Olivia Allin

Crystal Harris, who called off her nuptials to Hugh Hefner just five days before the wedding was to take place, now claims that she didn't want the Playboy mogul's lifestyle.

arris, who is 25 and appears on the cover of the nude magazine's July issue, and the 85-year-old Playboy founder were supposed to marry on June 18. Harris said on Tuesday that she had decided to end their engagement. On Wednesday, she went on Ryan Seacrest's radio show to clear up rumors and talk about the real reasons she canceled the wedding.

"It was mutual between Hef and I," Harris told Seacrest. "There was no fight, we sat down and we talked about it... for a while I've been having second thoughts about everything. I haven't really been at peace with myself lately. I didn't think it was really fair to him."

Harris and Hefner became engaged in December 2010 and have been linked together for about two years. Hefner, who has dated and lived with Playboy models for decades, said Harris and her Cavalier King Charles Spaniel, Charlie, had left the Playboy Mansion.

Hefner has been married twice before and Harris said that he was planning the wedding for her sake but that his wild lifestyle was not necessarily what she imagined for her future.

"Hef's lifestyle isn't the most normal lifestyle," Harris said. "Multiple girls all around, it's not the lifestyle I wanted."

Hefner's ex-girlfriends have said in media reports and in books that the Playboy founder engages in group sex with Playmates regularly. He has not confirmed their stories.

Hefner and his second wife, Playboy Playmate Kimberley Conrad wed in 1989 and divorced in March 2010. They have two sons - Marston, 21, and Cooper, 20.

Hefner said that Conrad and his ex-girlfriend Bridget Marquardt, who starred on his E! reality show "The Girls Next Door," had visited him following the break-up. Harris and Hefner's ex-girlfriends Holly Madison and Kendra Wilkinson have also appeared on the series.

Hefner and his first wife, Mildred Williams, were married between 1949 and 1959 and are parents to Christie and David, who are in their 50s.

Harris' Playboy cover is still set to run as it when the magazine's July 2011 issue is released on Friday, even though it features the words "Mrs. Crystal Hefner," People magazine reported. However, the cable network Lifetime has canceled plans to air a special called "Marrying Hef" that features her, the Hollywood Reporter said.

Tuesday also marked the day Harris' debut single, "Club Queen," was released online. Hefner said on his Twitter page that he hoped "Club Queen" would be a hit.

http://www.ontheredcarpet.com/Crystal-Harris-says-Hugh-Hefners-lifestyle-caused-split/8192912

[4>0rings]

Hef, I know you're the man and all but stop putting the pussy on a pedastool, you don't need to marry these bitches.

[coyotes_geek]

Hef has got to be shooting dust at this point.

At 84 years old, shooting anything is still a win.

[pawe]

His 20 and 21 yr old sons are so lucky!

[Frenzy]

They ask the girl "are you going to give the 3 carat ring back" she says "uh i haven't thought about it...uh....um if he wants it back"

He shouldn't have to ask slut :lol

[mrsmaalox]

Ordinarily I'd agree she should return the ring, but in this case maybe she deserves to keep it. She probably had to touch his balls :vomit:

[Blake]

Hef, I know you're the man and all but stop putting the pussy on a pedastool, you don't need to marry these bitches.

^^ that

[Blake]

unless he's actually trying to screw his heirs over

[Spurtacus]

She did him a favor.

[Fabbs]

Ordinarily I'd agree she should return the ring, but in this case maybe she deserves to keep it. She probably had to touch his balls :vomit:
:lol :toast
Crystal Harris: Sex with Hef lasted 'two seconds'
"Then I was just over it," she says. "I was like, 'Ahhh.' I was over it. I just like, walked away. I'm not turned on by Hef, sorry."

She adds that they had sex just once.
http://www.cnn.com/2011/SHOWBIZ/celebrity.news.gossip/07/27/crystal.harris.sex.ppl/index.html?iref=obnetwork

As to the *engagement* to be *married*
Crystal replied, "Are you kidding? It was all for publicity."
http://www.tmz.com/2011/06/25/crystal-harris-hugh-hefner-playboy-engagement-ring-sell-jeweler-jewelry-store-pawn-value/

[cheguevara]

Heff is a pimp. Still can get it up at 85. Most of our dicks gonna be expired by age 70.

[MultiTroll]

Let's see, 1st let's back up to August 2011, whereupon skank Crystal Harris, whom Hef was engaged to, well she called it off. What did she have to say about the romance and sex?:

It was only a few months ago when Crystal halted wedding plans just days before the couple were due to tie the knot.

Within weeks she'd reportedly visited a jeweller to get the ring valued.

Crystal had the ring priced at Prospect Jewellers in La Jolla, California, near San Diego reported U.S. website TMZ in June.

When the owner of the store asked for information on the jewels such as cut and clarity, Crystal was clueless.

A call to the Playboy Mansion did not shed any light on the matter so she left after a fruitless mission.

TMZ reported that when the jewellery shop owner told Crystal he was sorry to hear about Hefner, she replied, 'Are you kidding? It was all for publicity.'


Read more: http://www.dailymail.co.uk/tvshowbiz/article-2050761/Crystal-Harris-sells-90k-Hugh-Hefner-engagement-ring-half-price.html#ixzz3dvVDli76




Read more: http://www.dailymail.co.uk/tvshowbiz/article-2050761/Crystal-Harris-sells-90k-Hugh-Hefner-engagement-ring-half-price.html#ixzz3dvUkSDc0
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[Strange Love]

Well he's pushing 90 so no shit. Even Viagra doesn't have the power to raise the long dead.

[MultiTroll]

Crystal Hefner went through hours of therapy and "deprogramming" to untangle her life as Hugh Hefner (https://www.wonderwall.com/celebrity/profiles/overview/hugh-hefner-595.article)'s wife. Crystal, who married the magazine founder at the age of 26, is set to release a memoir about the environment inside the Playboy Mansion, which she describes as "toxic." "It's called 'Only Say Good Things' because I [had] a conversation with Hef and he let me know: 'Once I go, when I'm gone, please only say good things about me,'" she told the New York Post (https://nypost.com/2023/07/15/crystal-hefner-is-deprogrammed-after-life-with-hugh-hefner/?_ga=2.11790455.298377251.1689552134-1226497072.1642611994&_gl=1*zzajnx*_ga*MTIyNjQ5NzA3Mi4xNjQyNjExOTk0*_ga_ 0DZ7LHF5PZ*MTY4OTYwNTY2Ny4yNTEuMS4xNjg5NjA1ODE4LjA uMC4w). "I kept that promise for the last five years. After going through a lot of therapy and healing, I realized that I needed to be honest about my time there. The book is about healing from a toxic environment." Crystal, who married Hef in 2012 and was by his side when he died in 2017, often felt that she was in a coercive relationship in which the publishing giant was dependent on her. "Towards the end of his life, I felt like I couldn't leave him. I had to take care of him," Crystal said. "It was like, 'OK, he adores me and he needs me, and he leans on me for so many different reasons and I can't leave him.' So I was there till the very end." Years later, she looks at things differently. "I'm only now just kind of learning what it means to be in a healthy relationship." Crystal is still president of Hef's foundation. "It's still complicated for me," she said of her involvement. "Hef was a narcissist and a misogynist … he was a very complicated human. But he also did a lot of good. He helped a lot of people and helped stand up for things. At the same time, he also hurt people in ways that he didn't realize."

Playboy founder's widow went through hours of therapy and 'deprogramming' after he died, more news (msn.com) (https://www.msn.com/en-us/entertainment/entertainment-celebrity/playboy-founder-s-widow-went-through-hours-of-therapy-and-deprogramming-after-he-died-more-news/ss-AA1dZJQq?ocid=msedgntp&cvid=136bd5e53ea242a18ead74d101def1cd&ei=51)