by Tyler Johnson at . Comments

With news that Johnny Depp may have gotten Amber Heard pregnant, celebrity couples with huge age differences have been a popular topic of discussion today. 

We thought we'd remind you of some of Hollywood's most noteworthy May-December romances, because let's face it - some of these guys are so old they probably forget about their own relationships.

Wladimir Klitschko and Hayden Panettiere - 14 Years
Wladimir Klitschko and Hayden Panettiere, who are somewhat surprisingly a thing, are 14 years apart (38-24).

The winners and probably all-time champions in this category are Crystal Harris and Hugh Hefner who - despite some highly-publicized bumps along the way - didn't let their 60 year age difference prevent them from getting married last year. 

With some couples on our list you may not have realized that the man and woman are from different generations. No one ever talks about the 14 year age difference between Matthew McConaughey and Camila Alves, for example.

And, of course, as it's been since the dawn of time: men get a pass on cradle robbery whereas women get criticized for even the slightest age gap.

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by Hilton Hater at . Comments

The runaway bride is now the beaming bride.

After walking out on her wedding and her groom in June 2011, Crystal Harris and Hugh Hefner exchanged vows Sunday, saying "I Do" inside the 86-year old Playboy founder's iconic mansion.

Check out Crystal's Romona Keveza gown in this Twit pic:

Hugh Hefner Wedding Photo

So, what was different for the centerfold this time around?

"When the wedding didn't work out the first time, it was because of me," Harris told Us Weekly. "I needed to explore out there and take the time away [from Hef and the Mansion].

"The time away really helped make me realize that where I'm meant to be is here with Hef. Our relationship is better than it ever has been before. I'm very happy and Hef's very happy and we're excited."

Congratulations to the totally normal couple!

by Free Britney at . Comments

Hugh Hefner and Crystal Harris are engaged, like for reals.

Seriously, they are That runaway bride thing was so 2011.

Crystal Harris and Hugh Hefner Image

The Playboy mogul and his ex-fiancee have long since reconciled and the two will walk down the aisle at the Playboy Mansion on New Year's Eve, according to reports.

Crystal bailed on their first wedding five days beforehand.

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by Free Britney at . Comments

Updating a previous report in which Crystal Harris was rumored to have moved back into the Playboy Mansion, the model herself confirms it is in fact the case.

She's not just living there, either. She and Hugh Hefner are a couple again!

"Yes @hughhefner and I are back together. Yes I am his #1 girl again. Yes we are happy. Hope that clears up any confusion! xoxo," Harris tweeted on Friday.

Guess Hugh is as forgiving as he is affable, friendly and rich. What a guy!

Hugh Hefner and Crystal Harris Picture

"It's Mary O'Conner that brought Crystal Harris back," Hef Tweeted. "Crystal was miserable & said so. Mary told Crystal to write & tell me, which she did."

And though you might be stunned to see Hefner take back a woman who essentially left him standing at the altar last year, Harris was always "the one."

"He loved Crystal more than he had loved any woman in a very long time, that's why he was willing to marry her," said a close Hefner source.

"There were so many women he couldn't properly commit to ... she had a hold on him he has never been able to shake. So it's of no surprise to me that he would get close to her again. He can't help himself. He has a deep connection to her."

So does this mean there might be another attempted marriage? It's unclear ... as is how Shera Bechard will respond to her demotion to backup status.

by Hilton Hater at . Comments

Yes, Anna Sophia Berglund is Hugh Hefner's "best girl." That's what the Playboy owner labeled Miss January 2011 as late last month.

But, no, that doesn't mean Berglund is actually getting it on with someone old enough to be her grandfather, at least not according to a woman who really doesn't want that rumor to be true: Anna's mother.

Hef and Anna Sophia Berglund

"They met at a party a few years back, but they are JUST FRIENDS," Lena Griffin said to TMZ. "It makes me feel so much better to know there is not any hanky-panky going on."

It would make Shera Bechard feel better, too. That blonde has also been linked sexually to Hefner and she'd be aghast if he were actually doing two women simultaneously. It would be so unlike the guy.

by Hilton Hater at . Comments

Move over, Anna Sophia Burgland. Not too far. Just a little closer to the edge of the bed.

Just a couple days after Hugh Hefner labeled this Playmate as his "best girl," the magazine magnate has Tweeted that he has a "new girlfriend." Say hello to Shera Bechard!

  • Shera Bechard Photo
  • A Smirking Hef

Sources first linked Bechard to Hef last week, but this is the first time Hefner has officially given her a title. Let's just hope he doesn't give her anything she needs to see a doctor about!

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by Hilton Hater at . Comments

When you're 85 years old, you don't have much time to sulk over a broken heart.

In his quest to move on from Crystal Harris, Hugh Hefner has reportedly rolled over and found another serious girlfriend. Her name is Anna Sophia Berglund, she was Playboy's Miss January 2011 and she's already moved in to her boss' bed!

Hef and Anna Sophia Berglund

Dumped by Crystal Harris (right), Hugh Hefner only needed to turn his head to find a replacement.

Insiders tell TMZ the new couple was cuddling and making out during a recent movie at the Playboy Mansion.

Simply put, a source confirms: "It's clear Hef has moved on to Anna."

And it's about time, too! With a plethora of young, vulnerable girls running around half-naked, it's shocking Hefner needed longer than the amount of time it takes Viagra to hits one's system to find a replacement blonde.

[Photo: WENN.com]

by Free Britney at . Comments

Is Crystal Harris cheating on fiance Hugh Hefner with Jordan McGraw, son of that blowhard Dr. Phil? What could possibly trigger such a ridiculous rumor?

The fact that she's 24 and Hugh is 84, possibly? Just an idea.

Spencer Grammer and James Hesketh Photo

Reports say the lovebirds (Crystal and Jordan) were cozy at the Chateau Marmont in LA on March 14 and that she's "trying to keep the romance low-key."

Too bad "Jordan didn't hide his affections, kissing her shoulder and trying to hold Crystal Harris' hand - still adorned with a 6-carat engagement ring."

Jordan McGraw is the younger of that bloviating windbag Dr. Phil's two sons. The older one, Jay, is married to Playboy model Erica Dahm, interestingly.

But anyway. Jordan and Crystal "are sneaking around because Crystal is supposed to be happily engaged to Hef," a source tells Life & Style.

"Going out in public with Jordan would tarnish Hef and Crystal's image."

We don't really see how. She's obviously going not dating Hef for his virility. Just putting that out there. Will they even make it to the altar?

June 18 is the wedding date. A Playboy representative says Jordan and Crystal's relationship is strictly business ... the business of BONING!

Just kidding. Well, probably. Really we wouldn't be surprised either way.

by Hilton Hater at . Comments

I hope it fits.

With these words, Hugh Hefner gifted Crystal Harris with a ring on New Year's Eve and watched as the 24-year old Playmate said yes through tears of joy.

Spencer Grammer and James Hesketh Photo

The busty blonde tells E! News she and Hef had discussed marriage at length, so "nothing's changed" now that the engagement is official. As for that three-karat-plus rock? She helped pick it out.

Harris also says the wedding will be small and intimate (just "close friends and family"), will take place at the Mansion and probably be held in the summer.

Will the couple have children?

"I've never really been the wanting children type," she says. "I just have a bunch of different projects I'm working on and that's fun for me so that's what I'm going to do."

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Hugh Hefner Biography

Holly and Hugh Hugh Henfer is the envy of millions of men around the world. Despite not being close to a spring chicken, the Playboy founder has a... More »
Born
Birthplace
Chicago, Illinois
Full Name
Hugh Marston Hefner
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