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Home / Entertainment

Playboy model Crystal Hefner writes tell-all memoir about life with Hugh Hefner

By Ilana Kaplan
New York Times·
31 Dec, 2024 09:00 PM7 mins to read

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Crystal Hefner said her previous relationship with the Playboy mogul Hugh Hefner now evokes feelings of regret and disgust. Photo / Amy Harrity, The New York Times
Crystal Hefner said her previous relationship with the Playboy mogul Hugh Hefner now evokes feelings of regret and disgust. Photo / Amy Harrity, The New York Times

Crystal Hefner said her previous relationship with the Playboy mogul Hugh Hefner now evokes feelings of regret and disgust. Photo / Amy Harrity, The New York Times

We’re taking a look back at some of our favourite and most popular Entertainment stories of 2024, giving you a chance to catch up on some of the great reading you might have missed this year.

In this story from the beginning of 2024, Crystal Hefner’s tell-all memoir recounts her former days as a Playboy model and the third (and last) wife of Hugh Hefner.

The visible vestiges of Crystal Hefner’s days as a Playboy Playmate are mostly gone. The snowy blonde hair that once characterised the third and last wife of Playboy’s founder, Hugh Hefner, has become more dirty blonde. Revealing costumes have been traded for sensible clothes like beige cardigans.

But a closer look reveals a woman who is still acclimatising to life outside the infamous Playboy Mansion in Los Angeles, which she left about seven years ago, not long after the magazine publisher died in 2017.

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On a recent afternoon, Hefner leaned against a pink banquette in an Italian restaurant in Manhattan. She appeared pensive: It had been less than an hour since she had read an excerpt from her new memoir, Only Say Good Things: Surviving Playboy and Finding Myself, to a group of strangers for the first time.

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Hefner, 37, said she is still adjusting to life outside the mansion, where she lived for almost a decade and where she “was rewarded for being small.” She’s been trying to shed the conditioning that she endured within its lavish walls.

“Coming into power is a work in progress,” she said.

Only Say Good Things is a step toward achieving that power. In the book, Hefner reexamines her initiation into the Playboy world; details the objectification and misogyny she said she experienced under Hugh Hefner; and mines the trauma that she’s still processing.

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“At the time,” she said, “I must’ve been brainwashed or something.”

She met Hugh Hefner at a 2008 Halloween party at the mansion. The estate offered a glimpse of how the 1 per cent lived, she writes in the book, and she wanted to be part of it. Then 21, she was one of many attendees in revealing French maid costumes whom he invited to his bedroom to have group sex as the party wound down.

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She soon learned that visits to the mansion often involved a “trip to the bedroom at the end of the night,” she writes in her memoir. Back then, she believed it was worth it.

Hefner met her future husband when she was 21 and he was 81. Photo / Getty Images
Hefner met her future husband when she was 21 and he was 81. Photo / Getty Images

Crystal Hefner moved into the mansion two weeks after the Halloween party, and she started dating Hefner about two years after they met. (At the time, he was still married to his second wife, Kimberley Conrad, but the two lived separately.)

As his girlfriend and later as his wife, she had to routinely maintain her appearance. If she gained any weight, he would tell her to “tone up,” she writes in the book, and if her natural brown hair was showing, he would tell her to make it blonder.

She writes about how she and other girlfriends who lived in the mansion were given a weekly payment of about US$1,000 ($1,635) and about how they had a strict curfew that was disguised as a schedule. Breaking it risked Hefner throwing a fit.

Crystal Hefner said she made several attempts to escape the mansion when she was one of Hugh Hefner’s girlfriends. One time, she succeeded: She told security guards on the property that she needed to buy tampons and went to stay with a friend who lived nearby. But she moved back into the mansion a year later, she said, because she had Stockholm syndrome.

“I just felt like, ‘Oh, this is my destiny. This is where I’m supposed to be,’” she said. “I was 25.”

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She often catered to his desires at the expense of her own, she said, because she feared being replaced by someone younger, bubblier, blonder and with “bigger boobs.”

Hefner only recently learned how to set personal boundaries. “I didn’t have any when I was at the mansion,” she said. “If you wanted to be there, you couldn’t have any.” Photo / Amy Harrity, The New York Times
Hefner only recently learned how to set personal boundaries. “I didn’t have any when I was at the mansion,” she said. “If you wanted to be there, you couldn’t have any.” Photo / Amy Harrity, The New York Times

She said those worries were slightly assuaged by their wedding in 2012, when she was 26 and he was 86. (Hefner’s marriage to Conrad ended in 2010 after an 11-year separation; his first marriage, to Mildred Williams, whom he met during his college years, ended in divorce in 1959.)

Their union made for tabloid fodder. Some wrote her off as a “gold digger” and a “dumb blonde,” reducing her to nothing more than another notch in the belt of a man known for dating and marrying younger women.

She didn’t feel comfortable having sex with Hefner alone, she writes in the book, so she often invited a friend to join them. By 2014, the sex had stopped because of Hefner’s age and declining health. At home, Crystal Hefner started to become more of a caretaker than a companion: She described herself as “the supportive, loving wife in public” and “the nurse carrying his bedpan at night.”

When he died of cardiac arrest at 91, she at first protected his reputation. She writes about how, before he died, Hefner made her promise to “only say good things.”

Her resolve to keep that promise began fading in 2019, she said, when she started therapy after watching Finding Neverland, the documentary that details sexual abuse allegations from two men who had long-running relationships with Michael Jackson.

Looking back at their marriage now evokes feelings of regret and disgust, Crystal Hefner said. She is still learning how to build healthy relationships and break the codependent tendencies she developed during her relationship.

“When I started dating again, that was hard,” she said, “because with Hef, he just wanted me by him all the time.”

It was only recently, she said with a nervous laugh, that she learned the concept of setting boundaries.

“I didn’t have any when I was at the mansion,” she said. “If you wanted to be there, you couldn’t have boundaries.”

She said her husband could be emotionally abusive, and some of his other former lovers have made similar accusations. In 2015 Holly Madison, a former girlfriend, released a memoir in which she recounted the strict rules she needed to follow at the Playboy Mansion and the ensuing mental health issues she experienced. Many Playmates were upset about the book when it came out, Hefner said, herself included.

But now? “I see it in a completely different way,” she said.

Crystal and Hugh Hefner in 2013. Photo / Getty Images
Crystal and Hugh Hefner in 2013. Photo / Getty Images

Before his death, Hefner had denied Madison’s accusations and others made against him. After Madison published her book, he said in a statement to People Magazine that he remained friends with many of his ex-girlfriends, but that a few “have chosen to rewrite history in an attempt to stay in the spotlight.”

The PLBY Group, Playboy’s parent company, in recent years has readdressed the accusations against the publisher. Before the 2022 premiere of the A&E documentary series Secrets of Playboy, the group published an open letter on Medium that acknowledged the “allegations of abhorrent actions by Playboy founder Hugh Hefner and others.”

“We trust and validate women and their stories, and we strongly support the individuals who have come forward to share their experiences,” the letter read. (The PLBY Group did not respond to requests for comment for this story.)

Jennifer Saginor, who wrote a book about her regular visits to the Playboy Mansion with her father, a former doctor of Hefner’s, described Crystal Hefner and other women who lived and spent time there — most of whom were young, thin, blonde and white — as “hired props” that helped Hefner cultivate a certain image.

Saginor, who became acquainted with Crystal Hefner through their shared connection to the Playboy universe, said she had doubts that the magazine publisher’s lovers didn’t know what “they were, like, signing up for” by pursuing relationships with him.

Hefner said her life now is a stark departure from her days at the mansion. She buys and sells rental properties for a living and, for the last year, has been travelling between Los Angeles, where she lives, and Hawaii, where she bought a farm.

She’s not sure if Los Angeles is her “forever place,” she said, because she likes the idea of living “somewhere that’s a little less superficial.”

Only Say Good Things by Crystal Hefner (Ebury Spotlight, RRP$40) is available in NZ now as an ebook, an audiobook, and in paperback

This article originally appeared in The New York Times.

Written by: Ilana Kaplan

Photographs by: Amy Harrity

©2024 THE NEW YORK TIMES

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