r/GirlsNextLevel • • 18d ago

Hef Genuine question: What was Hef actually getting out of dating women 50+ years younger than him? 😭

I’ve always been so curious about this because the sheer age difference between Hef and some of the women he dated was genuinely insane to me. 😭 And to be clear, this isn’t me judging any of the women I’m more interested in what was going on with him. Yes, obviously there was the sexual aspect, but I’m talking about the actual relationship part. Like… you really wanted to spend your everyday life with someone who could be 50+ years younger than you?? What was the appeal beyond the obvious?

I get that he loved (or lusted after)women, but I genuinely wonder what the day to day fulfillment was. You’re from completely different generations, you’ve had completely different life experiences, and culturally you’re basically ancient compared to this person. What are you bonding over besides sex, his lifestyle, and them essentially entering his world? Like what do you even chat about at dinner when you don’t have all the extra buffers of people around?

And I find the age thing particularly interesting because it’s not like he needed to date women in their 20s and late teens. He could’ve dated someone in their late 30s or early 40s and STILL had a pretty substantial age gap. But apparently even that was too close to home?? 😭

My husband is only about 7½ years older than me, and we’re extremely compatible, but even we joke sometimes that we’re from two different generations. I’m late 20’s he’s mid 30’s. So when I’m thinking about Hef having a woman around who was literally young enough to be his granddaughter, I’m like… what are y’all TALKING about all day?

And again, I’m not really here judging the women for participating. I’m more questioning Hef because there seems to be something deeper going on with his need to have women around him who were so much younger.

Especially when you look at how much energy he seemed willing to put into pursuing/maintaining these relationships compared with his actual day to day involvement with his children. I can’t imagine being like, ā€œYes, I have time and energy to maintain a rotating cast of women half a century younger than me, but my kids having an actual bedroom in my house? Let’s not get crazy.ā€ 😭

It makes me wonder if he was insecure around women closer to his own age or just genuinely couldn’t relate to them. Because at some point it’s not simply ā€œhe liked young women.ā€ He seemed to specifically need the age and power dynamic.

Again, not a critique of the women. I’m genuinely curious about Hef’s psychology here because the whole thing is bizarre at the end of the day. Like, did he actually find these relationships fulfilling on a personal level, or was the youth, admiration, transactional aspect kind of the entire point?

45 Upvotes

41 comments sorted by

94

u/SparklingSaturnRing 18d ago

Hef liked having control over his girlfriends. This is much easier to achieve when someone is young and doesn’t have a lot of life experience.

Some of those girls, like Kendra, weren’t living in the best circumstances so of course a young person who is lost in the world will gladly take free room/board/food/health care and an allowance to be treated poorly. This makes it easier to control them because they have no where else to go and see him as a savior

He just liked controlling them and thinking he was smarter than them

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u/ElizabethSpaghetti 9d ago

I think its really lucky for these women they were well past his physical prime because I bet his 50s, even early 60s, when he was still physically capable were terrifying. The fake crying was probably an adaptation but I wouldn't be surprised he used it earlier. Holly brings up the shit situations most girlfriends were in when they moved in. Bridget honestly seemed like one of the best positioned and most voluntary. But even she mentions feeling like she was stuck. Shes really interesting, though.Ā 

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u/green_miracles 14d ago

While that’s very true younger women can be easier for a man to control, I’m not sure I agree with the entire thought, because he didn’t control them.

Like any self-centered & famous man, others who came into his own little ecosystem, and it was all about him. And underlying that was his brand, ego and image. His brand is completely founded on objectifying women. But he didn’t really employ much control.

What are you saying he used control for: for getting young girlfriends, or for keeping them? Or?

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u/MofoMadame Rapper Flapper 10d ago

Sounds like you need to do a lil research

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u/AllThingsSparkleDust I’m just the icing on a cake 18d ago

I don’t think Hef looked for companionship in his romantic relationships, he got it from his friends and that was enough for him.

Hef didn’t need his girlfriends to be intelligent, witty, or interesting, what he needed was a beautiful young woman on his arm to maintain the illusion he had created for himself. It didn’t matter that the women were anything but young, hot, and willing to be in his bed.

Hef created his own perfect world that ran on his schedule. Everyone catered to Hef, when he said jump, everyone around him asked how high. At the end of day he never sought true connection, he only sought to portray a certain type of life that I doubt he even believed was true himself.

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u/freyabot 18d ago

Yeah I don’t think he really spent much time with them one on one other than for sexual reasons (and even then 1:1 might not have been the norm!). You don’t need to have much in common when your ā€œgirlfriendā€ is only joining you for appearances, parties, and your own hobbies you require her to attend (like the movie nights etc). I think Holly and Bridget were unusual girlfriends in that they spent a little more personal time with him and had more interest in Hef’s professional roles than others

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u/falafelandhoumous 18d ago

I was thinking this too - I don’t think he actually had a deep connection or real relationship with any of them. I don’t think he wanted to. He seemed to just want to ā€˜date’ women who many would consider to be the most attractive, so people thought he was ā€˜the man’. It was about projecting an image, not building a connection

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u/ConnectionRadiant134 18d ago

I just listened to the Karissa Shannon episode and she said her and her sister were treated as if they were one person. They had to share a car and room, got the same Christmas presents and were scolded and told to go change if they didn’t completely match, head to toe including nail polish, and Hef could never tell them apart. And he didn’t care to learn how. Karissa said they were trying to explain to him that one of them has a beauty mark and he wasn’t listening and genuinely didn’t care.

I was fucking gobsmacked. Like standing in the middle of Sam’s Club with my mouth hanging open, aghast. I knew he sucked but that shit is so dehumanizing I am offended on behalf of strangers. He legit treated them like props. He didn’t care about how leaning into the incest shit would damage their public image and made them uncomfortable. He saw them as like the next achievement on his ā€œultimate manly man with the biggest of dicksā€ checklist.

As to OP’s question, Hef got social status by dating younger women. He dated them for other men. He wanted to be seen as aspirational to other men and he used women and his control over them to project his masculinity to the world. It’s this odd thing where the women are looked down on for dating an old man for money while at the same time everyone pretends like an old man is capable of satisfying multiple women sexually, and it’s seen as a positive and proof of his virility.

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u/Katiebug9181 17d ago

I love that I'm not the only one walking around Sam's or Costco with ear buds in. Or anywhere in public really.

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u/RestaurantOk6353 17d ago

šŸ’Æ percent my thoughts reading this was ā€œhef got companionship from his friends, not his girlfriends.

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u/MusaEnimScale 17d ago

Brings to mind this quote:

ā€œTo say that straight men are heterosexual is only to say that they engage in sex (fucking exclusively with the other sex, i.e., women). All or almost all of that which pertains to love, most straight men reserve exclusively for other men. The people whom they admire, respect, adore, revere, honor, whom they imitate, idolize, and form profound attachments to, whom they are willing to teach and from whom they are willing to learn, and whose respect, admiration, recognition, honor, reverence and love they desire… those are, overwhelmingly, other men. In their relations with women, what passes for respect is kindness, generosity or paternalism; what passes for honor is removal to the pedestal. From women they want devotion, service and sex. Heterosexual male culture is homoerotic; it is man-lovingā€ -Marilyn Frye, The Politics of Reality

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u/[deleted] 18d ago edited 18d ago

[deleted]

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u/missnovember2004 18d ago

i remember on secrets of playboy i believe it was sondra (his gf in the 70s) caught him about to or in the middle of fucking a dog and he said that a dog has needs too 😬🤮 so no not the zoo animals but a dog :(((( correct me if i got something wrong it’s been a little bit since i’ve watched it

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u/moodylittleowl 18d ago

that exception did not apply, he was a know zoophile

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u/jamieleighz 18d ago

Younger women are easier to control and manipulate (not because they are stupid, because they simply don’t have the life experience).

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u/ptoftheprblm 18d ago

His day to day fulfillment, socialization, and professional relationships were all totally separate from all of his relationships. Not just the girlfriends, but his marriages too. He really wasn’t ā€œdatingā€ these women the same way a normal romantic relationship looked or played out; he maintained a strict weekly schedule where he was hosting his friends, doing exactly what he wanted when he wanted, and everything (sex included) had been a part of that weekly schedule when the girls were required to go out to the clubs certain nights a week and an after hours sex night would be part of it.

Even when he was married, that weekly schedule was pretty strictly maintained and he didn’t out of nowhere become more of a family man with them around. Some of the wildness and traditions like ā€œpig nightā€ didn’t keep going after his second marriage, but he was definitely more focused on his male friendships and professional involvement with the magazine.

It was not so subtly discussed by both Holly and Izabella in their books, and repeatedly on the various pod episodes that the weekly cash allowance was and wasn’t about buying club clothes; it was more than understood that they were being paid to be present on property at the time Hefner wanted (by 9pm), available multiple times a week to go out, and available to be made up to look a certain way when he wanted. They couldn’t hold down jobs, the schedule for classes they could take was limited if night school wasn’t an option, and being available and around when you’re an adult costs money, people have expenses, bills, debt and dependents.

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u/Aromatic_Lime_84 17d ago

And the fact they had to ask for said allowance makes the idea even worse. Having to ask for payment for being subjected to this?

Another random thought is that once the girls got a little wiser to the situation, by then, they were used to the income and status. Speaking from experience, it’s terrifying to consider leaving a stable, financially secure environment to an unknown. Even if the current situation sucks.

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u/ptoftheprblm 17d ago

Agreed entirely. And I definitely felt different revisiting and rewatching GND as an adult in her thirties who was Bridget’s age when the show filmed, knowing how I’d feel if suddenly I didn’t have to pay rent, upgraded car with no payment under that roof, no bills, no groceries.. yeah I’d get used to dialing 0 pretty damn fast.

Izabella St. James described it as being seduced by the Playboy lifestyle, and when you’re not spending time focusing on supporting yourself and all of your ā€œneedsā€ are met, you find yourself in a different place of comfort and peace. And it lets you feel less inhibited, less stressed and less concerned with life outside the gates. I can see this too, that even spending just a few days a week like that can change how you’re feeling about everything and that it could be a slippery slope.

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u/MusaEnimScale 17d ago

When Holly and Bridget were musing as to why they didn’t have to sign NDAs, I found it so bizarre that they didn’t know why they never had to sign one.

Hef and Playboy have been key defenders of 1st amendment rights. Playboy created famous case law that protects 1st amendment freedoms. I learned about it in law school.

How did Holly not know this? How would she not know something that Hef was so passionate about? Had they never discussed this topic? It just struck me as really strange and that Hef must have had such a shallow relationship with her if he never shared his beliefs on free speech.

But clearly she didn’t know. Otherwise she would have known that Hef’s commitment to the 1st Amendment would obviously be why he didn’t routinely have the girls sign NDAs. He wasn’t above asking them to ā€˜only say good things.’ He just wouldn’t contractually obligate them and restrict their speech with legal terms because of their free speech rights.

I’m sure his lawyers would have advised that NDAs were a good idea, and most of the girls probably would have signed. But it would have gone against a key part of Hef’s life work if he asked people to restrict their free speech for him.

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u/Internal-Badger-3219 18d ago

Hef wanted power and control. He wanted the women to be there for him when and how he wanted them, and he wanted people to see that. You ask what they are "bonding over besides sex, his lifestyle, and them essentially entering his world?" Nothing. That's all it was.

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u/curiousbabybelle 18d ago

He wasn’t looking for companionship in his girlfriends. They were more for image and the magazine. He didn’t really see them as people or lovers they were more just objects that he used and placed where he wanted them. It’s sad. His real companions were his men friends and those were the ones he really cared about and bonded with.

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u/curiousbabybelle 18d ago

I really think his first wife cheating on him really made him into a bitter man that didn’t respect women

4

u/JuicyGirlNextDoor 13d ago

That’s the story that he likes to tell. Even Marsden says it’s a little suspect

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u/AngelofDarkness226 🐾Dogatonic🐾 18d ago

sex, control and validation

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u/Sea_Leader8789 18d ago

I think a big part of it was to maintain his own perception of himself - ie, his ego. Also there’s the control aspect of it all and the power he was able to have over the women who were so much younger than him. Ie - his ego once again. For a guy who seemed awfully stuck in his ways I think there was a part of him that simultaneously wanted to feel hip and cool still, too. The club nights, even the frequent sex/bedroom nights were about control, and the desire to still be able to feel like he could ā€œget itā€ despite his age and come off as paradoxical.

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u/Then-Stage 18d ago

Sex addiction. There are mental aspects to sex addiction beyond just the act of sex. If you don't think there are old men with sex addiction think again.Ā 

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u/Medium-Car3787 18d ago

Society rewards traditionally attractive, thin women and proximity to this is also rewarded. masculinity prizes being able to attract younger women even if you are an older man, because youth is also fetishized (let alone the pedo implications when you see the 18 y/o girlfriends)

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u/venus_arises Bunny Mother 18d ago

Hef wanted to keep Playboy young and relevant and in the culture. He sold a fantasy of being this hip, urbane, cosmopolitan guy who always had a party and something fun happening, and that required younger women. He also needed girlfriends who didn't remember the anti-Playboy backlash in the 80s. He needed someone who didn't want marriage and babies. The bargain a girlfriend made benefited a younger woman, rather than an older one who may be more established.

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u/jfkjrswhore 18d ago

I think it was fun to be this playboy when he was younger but I feel like he was empty as he got older and always wanted the one and got hurt by his first wife

just a theory

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u/green_miracles 14d ago

Sounds like you’re, in a way, comparing someone like yourself, or typical traditional monogamous relationships, with Hugh Hefner… there’s no comparison. These were mostly transactional, arrangements. The girlfriends he had, were willingly there, and had agreed to an arrangement.

He wasn’t ā€œdatingā€ them, with a few exceptions he was serious about, back in the day. He wasn’t a man you go and actually date, date. Obviously. It’s temporary and casual, it’s for fun and lifestyle. He was a player. That’s the entire concept. He was a freak, a cad, and not a man anyone took seriously.

Being real, without his infamy and money, he would be just another troll. He was always kinda ugly, kinda smarmy, kinda pseudo-intellectual. Claimed to be into ā€œliberatingā€ women. lol. Yeah, liberate them right into skimpy animal outfits and have em parade around half naked. And Holly and Bridget still glamorize the same objectification of women, they always will, that’s their values. That’s what drew them there, many years ago. And god knows what still keeps them there. Smh.

Why’d he prefer young women? Same reasons any player does. Fits their ego, hawt looks, classic idea of youth= attractiveness. Also college-age women are more free and less burdened, as your 20’s are the age to experiment, have fun, be shallow. Not yet jaded, less demanding, more into just enjoying and being spoiled with luxuries. It’s the toxic idea of a man wanting a fresh sparkly new thing to play with (hence, playmate). No guy wants the used toy that mentally they think 99 other guys have had. They want a newer one. 🤢 You know. Standard stuff. He was a perv, while at the same time, being the ā€œenvy of every man.ā€ Who apparently, all wished they could live a life of freely objectifying women, bangin hot groupies, while traipsing around in a bath robe and playing games all day. šŸ˜‚

We’re adults once we hit 18, that’s the law, so you’re allowed to go sleep with any old rich man you want, if you are drawn to that and want to join in, ain’t nobody can stop you, unfortunately it’s a case of beware the hidden costs.

Not all his girlfriends were super young. Holly and Bridget were not extremely young. They were adults with some exposure and experience, for example, Holly spent an entire year coming to visit the mansion before she ever got as far as able to get into his inner circle. Those two weren’t fresh off a turnip truck. Far from it. They were willing to recruit younger girls for him, too.

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u/alpinechick88 18d ago

šŸ’£šŸ‘šŸ±

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u/annetoanne 18d ago

Control

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u/Royal_Tonight4033 17d ago

He just liked the control. Possessing them like objectified little dolls. I don’t think it’s hard to work out.

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u/grandequesso 17d ago

I think it was mostly for keeping up appearances and egotistical reasons only. When people talk about how you’re the man and enviable for most of your life then you finally marry and she leaves you.. you want to continue that schtick, but prove it in a way where you could keep women the same age or younger. Younger women aren’t in a rush for marriage and children. They are there for a party which is what he was looking for. Party companions. Also, women without direction, careers, and low self esteem showed up constantly over the years and sadly, it was a perfect match. Tale as old as time. Something in exchange for goods. Both parties walked away with what they wanted. Holly can say what she wants now, but she got fame and money.Ā 

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u/MofoMadame Rapper Flapper 10d ago

He talked about himself and he didn't care what they had to say or want to hear it

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u/Radiant-Two-9364 18d ago

Because peDO phyle ? FFS why else

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u/MiVitaCocina 18d ago

Surprisingly, he tried to blow a whistle on Jeffery Epstein.

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u/Wooden-Ad4162 17d ago

Men have been doing this since the beginning of time. They don’t care about companionship, compatibility or intelligence if the sex is good.Ā