Hugh Hefner’s love lifestyles used to be unconventional, but his marriage to Crystal Hefner seemed to normalize him forward of his September 2017 death.
The Playboy magnate was once married two times before he and Crystal wed in December 2012 and was once the father of four grown children. While he and Crystal had a rocky road to the altar, Hugh had best just right issues to say about his wife after their one-year anniversary.
“I attempted marriage two times ahead of but there’s no comparison,” Hugh exclusively told Us Weekly in January 2014 of his marriage to Crystal. “This is the true deal. And to seek out true love at this age? It’s outstanding.”
When Hugh died at the age of 91, Crystal mourned his loss by singing his praises. “He was an American hero. A pioneer. A kind and humble soul who unfolded his life and house to the sector,” she told Us in a statement in October 2017. “I felt how a lot he cherished me. I loved him so much.”
Years later, Crystal hinted that her marriage wasn’t always perfect. “Therapy in reality helped [me procedure my trauma],’” she exclusively told Us in August 2023, while teasing her 2024 memoir, Only Say Good Things: Surviving Playboy and Finding Myself. “You start backtracking and [noticing] different behaviors. I’m like, ‘Oh, that’s gaslighting. That’s narcissism.’ It took years for me to understand what I went thru, understand myself and additionally understand Hef and why he did certain issues. You know, there’s a tale in the back of the entirety.”
Scroll down to look Crystal and Hugh’s ups and downs:

October 2008
The twosome met when Crystal was once 21 when she attended a Halloween birthday party on the Playboy Mansion. That same month, she was named “Co-Ed of the Month” on Playboy.com.
October 2009
Crystal made her debut on Girls Next Door while dwelling with Hugh and twins Karissa and Kristina Shannon. Crystal was Playboy’s Playmate of the Month two months later.
December 2010
Hugh proposed over the holidays. “When I gave Crystal the hoop, she burst into tears,” he wrote by way of X (then Twitter) on the time. “This is the happiest Christmas weekend in reminiscence.”

June 2011
Just days earlier than they had been set to stroll down the aisle, Crystal called off the wedding. In July 2011, Crystal dissed her former fiancé and their sex life whilst on Sirius XM’s Howard Stern Show.
“[Sex lasted] like, two seconds,” she quipped. “Then I used to be simply over it. I used to be like, ‘Ahh.’ I used to be over it. I just, like, walked away. I’m now not turned on via Hef. Sorry.”
Hugh fired again at Crystal’s claims by the use of social media at the time, alleging, “For the report, I have intercourse on a weekly foundation. And I did all through my two-and-a-half years with Crystal.”
June 2012
One year after calling off their engagement, Crystal confirmed that she and Hugh were back together. “Yes I am his #1 lady once more. Yes we're satisfied,” she wrote by way of X. “Hope that clears up any confusion! XO.”
December 2012
Us confirmed that the pair tied the knot at the Playboy Mansion in Los Angeles on New Year’s Eve.
February 2013
After slamming Hugh’s sexual prowess all the way through their transient breakup, Crystal performed coy about their intercourse life once married. “I think like since Hef is older now and he’s had . . . the stages of all of the girlfriends and all that more or less stuff . . . I believe now's more, , like cuddling up and gazing a film or taking part in backgammon,” she instructed HuffPost Live. “We play Uno with the girls.”

January 2014
“I feel the center of her lifestyles is us and you'll be able to’t ask for more than that,” Hugh exclusively told Us of his marriage to Crystal. “With the age disparity, I’m a very fortunate cat. I’m very, very happy.”
December 2014
Crystal gave lovers an inside take a look at the holidays within the Hefner space by means of a YouTube video. “We have fun Christmas Eve and Christmas Day. Like for presents … Hef and I, we’ll open presents Christmas Eve,” she shared. “So it’s more or less great to do this because first off, it’s a day early. And 2d, you get Christmas simply to hang around and chill out and no longer have to worry about items and things like that. So it works out. I like that tradition.”
Crystal added, “It’s the most efficient time of year not simply ’reason for presents and stuff, however because of my pals and because of [my Christmas tree] and as it’s just this kind of comfy vacation. I adore it. Christmas is my favourite vacation!”

September 2017
Hugh died on the age of 91. His widow mourned the loss in the weeks that adopted, telling Us in October 2017, “I haven’t been in a position to convey myself to put in writing the general public back to thank them for their condolences. I am heartbroken.”
She persisted, “I'm nonetheless in disbelief. We laid him to leisure Saturday. He is within the place he was always sure he wanted to spend eternity.”
Crystal gushed over her late husband, adding, “I can really feel perpetually thankful to have been through his aspect, holding his hand, and telling him how much I love him. He modified my lifestyles, he saved my life. He made me really feel liked every single day. He was a beacon to the arena, a drive in contrast to anything else.”
August 2023
Crystal recalled what it was once like moving into the Playboy Mansion just days after assembly Hugh. “Going in, I used to be a deer within the headlights. It used to be like I simply got the golden price tag for the Willy Wonka [manufacturing unit],” she solely instructed Us, whilst teasing her upcoming memoir. But in the end, she added, “It all began crumbling down.”
Crystal, who moved from Los Angeles to Hawaii after Hugh’s demise, famous that she sought after to “have a voice” and tell her story, her approach, together with what it was like living among Playboy bunnies. “Your worth is what you appear to be. I used to be rewarded for being codependent and feeling like I was nothing without Hef and had no price of my very own,” she claimed. “You’re rewarded for now not having a lifetime of your own outdoor of the person. I’ve learned so much about self worth, self-love, advocating for your self and healthy relationships.”
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Crystal added that she thinks Hugh would had been supportive of her talking her reality so publicly. “I am hoping that being such an suggest for freedom of speech, that [Hugh] can be an recommend for me telling my tale,” she concluded. “Women’s voices are getting louder, and that’s in reality vital.”

January 2024
“I spotted I was dealing with a truly large power imbalance,” Crystal told People, revealing she was once never “in love” with Hugh. “It looked like a global of luck and fable, however everyone’s having to sleep with an 80-year-old. There’s a value. Everything has a worth.”
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