Hugh Hefner on Letterman, May 15, 1985

Hugh Hefner's only Letterman appearance, taped in Los Angeles.

[@jerroncrowder7086]

Hef was sharp as a tack and his vocabulary skills were top tier.

[@brantk81]

All that charisma won't save him from eternal punishment buddy

[@DNYGdj]

Gee, the creator of a magazine has good vocabulary skills, what a great observation 🤔

[@user-og5ne3tg1x]

He actually had an iq of 152

[@tru2harris998]

HEF WAS ANOTHER EPSTEIN. A PIMP FOR THE ELITES. HIS EX FIANCE SANDRA EVEN REPORTS HE DID THINGS TO HIS DOG ( SHE CAUGHT HIM AND REFUSED TO LEAVE HER OWN DOG WITH HIM) SHE MENTIONED THE WORD SNUFF AND FILMS HE WAS INVOLVED IN SO THIS IS MORE PROOF OF HIS DEPRAVITY AND EVIL MIND HE HAD. GOD HELP ALL HIS VICTIMS HE DESTROYED AND THEIR FAMILIES.

[@tru2harris998]

Kleenex 333 - very funny you made me laugh out loud!!! Bless you x

[@HomeAtLast501]

I watched interviews with Hugh from the late '60s and then the mid-70's, and he is a guy of such great depth and intellect. This interview format really brings him down.

[@isaiakrozell2409]

@Home At Last "a guy of such great depth and intellect"? LMFAO......He was a piece of shit.

[@HomeAtLast501]

@@isaiakrozell2409 He intellectually grasped --- fully --- the social, cultural, and political dynamics at play in the '50s, '60s, and '70s. He was very conscious of what dynamics were permitting him to operate his business very successfully, yet at the same time was also aware of how he was in turn leading and shaping those dynamics. It was very intellectually gratifying to listen to him discuss these things back in those peak years. Here is an example: kzbin.info/www/bejne/ip_chnx4ZsR6sJY

[@HomeAtLast501]

@@isaiakrozell2409 Here's another: kzbin.info/www/bejne/bWKlZ5uneseVj7M

[@howie9751]

@@isaiakrozell2409 Why do you say that? Give reasons.

[@cindyinnew]

@@isaiakrozell2409 he was extremely intelligent with a genius IQ who changed culture. None of the women who sought out fame through him can only blame themselves if they didn’t get out. He’s not Harvey Weinstein.

[@islandbirdw]

People think it’s natural relaxation? No just HH handing out endless qualudes

[@bigt9374]

What an insightful interview.

[@Golbez1991]

I love how they poked fun at L.A. when they were taping there. The changing Hollywood signs and the shot of the highway during the end credits.

[@sealteamryx6758]

I'm curious how Hugh's career would play out if he had started in today's environment lol probably be a much different situation

[@thomasgeorge-gilmore950]

The centrefolds would be like how they were before the 1970s so not as "brave". Equally though the company would still be as progressive as they always have been in terms of diversity with models of various ethnic backgrounds, disabilities, sexuality etc

[@JasonPatrick-tj4xj]

He wouldve adjusted or been in a whole new cutting edge field... Leadership role....crypto?

[@wotanmituns33]

Porn is so easily available that Playboy wouldn't be a thing today. Probably just a niche publication. Only fans is the current model, and it's often much more revealing. Say what you want about the artistic quality of Playboy publications, I wouldn't even contest it. But reality is, majority of Playboy buyers were horny men. @@thomasgeorge-gilmore950

[@disneygirl2302]

he looked soooo good for 59 years old!

[@thirty892]

Thank Hef for ever.

[@montebrown9528]

Notice Hugh never mentioned specific people. That's why Hollywood Star's felt comfortable hanging out at the mansion. A pvt getaway right in the city.

[@Tacoman1967]

The A&E series is enlightening.

[@Gobble_de_Goop]

I'm immediately suspect anytime an expose like that is done on someone after they have passed away, and are no longer available to offer their counter position and rebuttal. The Johnny Depp and Amber Heard trial is a prime example of why it is so crucial that all parties in a dispute get their say in the court of public opinion.

[@OAwesomeO]

Suspicious that it happened when he could no longer explain himself...

[@Prof_Tickles92]

@@Gobble_de_GoopFam. People aren’t going to believe victims regardless of whether or not the person they are accusing is alive. Do you really think Hef would say “Yup I did it. Everything. 100%.” No idiot. He’s going to lie. People don’t *want* to believe that their heroes might actually be shitty because then it might reflect poorly on them.

[@f0cks0ciety94]

or maybe all the people in the mansion were like him?😂😂 I mean he certainly wasn't a 100% bad guy, he pissed on segregation and helped to educate many who didn't knew sexuality as a topic to talk about!​@@Prof_Tickles92

[@seangentile5586]

He looked great at 59

[@fgtbossboss5092]

Filf 😏

[@chrissherrill790]

That wig

[@tb5898]

How bad was he supposed not look at that age 😂

[@johnmccabe6867]

I just finished watching "American Playboy: The Hugh Hefner Story" on amazon streaming it was great. Have/had new found respect for him thanks for posting

[@marylouSunderland]

John Mccabe im on episode 6 found it very interesting. Growing up I thought Playboy was all about sex and nudity and I was wrong. I respect this man.

[@LNTunes1010]

Hope Mr. Letterman is enjoying his time after stepping back from his ‘hustle and bustle’ late night program. Loved it. Great interviewer.

[@christiedrake4327]

I like it too, it gave a good look into his early life. Notable relationships were missing though. They never touched on sondra Theodore, Carrie Leigh, the Bentley twins and brande Roderick, the sloppy seven, and holly Madison were all conveniently left out of his story

[@ssquared2321]

Is he wearing a rug???

[@LNTunes1010]

Hope Mr. Letterman is enjoying his time after stepping back from his ‘hustle and bustle’ late night program. Loved it. Great interviewer.

[@123rockfan]

Luis Navarro honestly I think he’s the worst

[@Healingson]

One of the few men to live life has passed away RIP

[@RADIUMGLASS]

Watch the A&E biography from 1996 on him was very good. Richard Kiley narrated it. I got it on VHS.

[@katm5903]

Wonder if he could have handled an older woman, lol. They know what they want and like with a libido that could rival his lol. Youth brings perhaps freedom and gullibility. This was a fun interview, love his more serious ones.

[@aybee63]

A very unassuming guy!

[@7beers]

Looks pretty damn good for someone nearly 60.... Looks a bit like Jeff Bridges.

[@sealteamryx6758]

Really? I don't see Jeff Bridges there at all lol hmm

[@toddcraig9035]

I've always liked Hugh Hefner. He just seems like a cool, laid back guy. Also, he's very good-looking and quite sexy.

[@Sophie-wz6qx]

At the beginning of this, it seems like Hef was struggling to find his words or something… or he’s just so crafted and calculated that he’s taking that much time to answer. But it is so interesting to see how interviews used to be conducted, Letterman seems to be asking specific questions but with a soft ball feel/ mood.

[@jerridombrowski6017]

Wow... Hefner's body language... Folded arms and crossed legs, closed off completely

[@richardsiemion5903]

Jerri Dombrowski I was thinking the same thing. That was him saying “why did I make the exception to come on this show?!?!” He loosened up next segment. I’m sure Dave caught on.

[@nicholasmiranda6013]

That's how he always sat in interviews

[@ironduke2000]

He was fundamentally a shy and reclusive man.

[@MrSean03839]

RIP Hef.

[@KaiserSoze-dp1hw]

Hef Legend

[@nicholaswindolf6923]

Hi Don, do you have any idea what song the band plays going into the commercial break?

[@dongiller]

That's right. Released in 1967.

[@nicholaswindolf6923]

Thanks a lot

[@hollywood5199]

I loved these two!

[@jmb01550]

This may been his 1st interview since his stroke

[@johnklinger943]

Letterman in LA!!

[@gartwilliams3347]

7:00 mark…Hef’s body language says it all!

[@althunder4269]

I noticed that too he is very defensive and closed off with his crossed arms and legs. Same at 2:55

[@daliacorreia3085]

When a person is rowdy, he/anyone should reply: "It's 10 pm, go home to you parents, they are looking for you!".

[@sammavacaist]

Hugh is wearing a really bad wig. 🙄

[@Gobble_de_Goop]

I'm convinced Hefner wore toupees right up until the very end.

[@jeffersonlsz]

He has lived his life the way he wanted it. Don't matter what people say. He's done what he wanted.

[@jmar808]

I would think it was Bridgette. She was 35 when they broke up.

[@brittneyherrly281]

God, I miss him.

[@alexthompson9516]

I thought I was the only one.

[@lisawhite3648]

Philly Lisa here.I was at Wanamakers when i was 18 with my mother.A photographer i think the name was Ken or Ted Honey asked to take my pick for the(i'm not sure)it was around 1984?Some anniversary.He thought i would definitely make it as a Centerfold.I looked at my mom she said it was whatever i wanted.I said no.Do i eved wonder of course,but i made the right decision!!Sure of that!!!

[@dianebromm6928]

Is that a toupee he is wearing? Not being cute...just curious...because it looks like one.

[@swellybibbsenterprises5185]

I don't think so. If you look at photographs from the 50s to just before he died, there's no evidence he wore a rug.

[@hippojuice23]

Lord-a-mercy!

[@alcabane3125]

RIP Hugh Hefner, wonderful insight on him, should be played in biopic by dicpario, tom holland or asthun kutcher, and bryan cranston in old age.

[@BertiesGhost]

Tom Holland does look like a young Hefner

[@anniemcdougal2249]

Funny to know that his third wife wasn’t even born yet when this interview was

[@kpec3]

Tony Clifton was an early investor........

[@STFU255]

Was 45 days old lol

[@paulgarner8067]

Hugh is resuscitated, he lives the wonderful and glorious life of the Angels of Mr. Dibis Nguembock's paradises - made of eternal youth and eternal happiness.

[@TheLaurajlee]

I think he is burning in hell for exploiting so many women

[@samanthasmith4038]

Wasn’t his first marriage the lady was around his age?

[@ronki23]

Yes: when she cheated on him she felt guilty about it so she 'let' him do the same and that's how Hugh became Hef

[@thomasgeorge-gilmore950]

Yeah but she and he were in their 20s

[@wotanmituns33]

His laugher was very amuzing. Couple of examples at 12:05 and 12:14. 😅

[@lbabytutorials4852]

Ahhhh he was so handsome and articulate I wish they made a REAL bio-pic on him

[@MrAntiSellOut]

Rest in peace Hugh Hefner

[@RADIUMGLASS]

He was on Late Night back in 98....they gave him a giant bottle of viagra as a joke.

[@joannajamrozik-ristov6753]

He was one of the Kinsey followers..

[@kayem3824]

Yes, his enterprise wasn't just about entertainment men.

[@jeffzest8393]

Lot of people now wearing sweats most of the time!

[@daleprather3026]

Just finished the crystal Hefner book, "only say good things" and have learned many other things about this guy.... This guy was a disgusting broken insecure extreme narcissist. Disgusts me to see people praising this monster. I suppose they're just uninformed and would think differently if they knew who this guy really was.

[@hayleyava7398]

I like him. What a life! 🌷

[@joeambrose3260]

Ol' double H. My hero !

[@Darren...son4634]

Dave's great

[@toddstevens1323]

Creepy laugh on that dude.

[@RONALD511]

He made Life way way better for both Men & Women

[@ronki23]

I miss Hef

[@RandomTvv]

Rip to hugh hefener

[@carissaharvey7574]

"2:24" many single girls are waiting for you

[@777jones]

He kind of talks like Woody Harrelson.

[@vivekpillay2821]

Luckiest guy ever lived

[@moonman8080]

Don’t insult Lou Gehrig please.

[@nikodinero838]

R.i.p My boy

[@donnanegri3186]

There’s something liksble about him

[@RuniDjurhuus]

1985: 5:36 "how old is your girlfriend?" - "21"... everyone cheers, today people would literally chop his head off

[@RandomTvv]

True

[@RandomTvv]

This me 2 movement is crazy

[@Topnotchryde88]

He handled himself well. But let’s be honest if your a single 45 year old who would you date a dusty dry pussy 45 year old or a young hot sexy 25 year old. Just nature & natural

[@theworldisimmense]

Topnotchryde88 25 and up is downhill. More like 19-23

[@genemars5158]

kzbin.info/www/bejne/qn6wamWdgc6MerM

[@rominarobledoestacancioncu7265]

🐇

[@brees.661]

This was awkward. Read Holly Madison’s book and you’ll feel much different about him.

[@AuthorLLaurence]

There is always some jealous bitch willing to bad mouth an achiever. I attended 4 parties at his Chicago Mansion and everything was the way he always described it. He never exhibited any airs. So any negative material by whomever Holly Madison is would be pure bullshit.

[@wandagonzalez3973]

I agree with Laurence Smith she wanted to marry him and have a baby.. she cheated on him with Chris Angel thinking she can lock down Chris Angel and that didn't work... if it wasn't 4 Hue Hefner she would still work @ Hooters.. she's an ungrateful bitch whom used him to get a name 4herself then realized after she had kids she has to clean up her messy past.. her husband filed 4 divorce... 2018, she might write a book about her husband eventually... Holly is as fake as her bleached blond hair and implants!!! Hue Hefner did a lot in life and I admire his hard work he fought against all odds to get respect and he's a legend!!! Rip Hue Hefner u will always be a legend 4 many ppl who appreciate ur hard work!!!

[@earth_angel2750]

She's a fake hoe she took what she want fame and her monthly salary from him and left looking for younger guy and for staying in the fame zone she made the book period.

[@inthecards7535]

No I would not. No gold diggers gonna sway me to believe HH is anything less than genius.

[@candyjohnson3302]

Laurence Smith there’s always some bastard putting down a woman. You’re a piece of shit.

[@markclark7178]

God bless Hugh Hefner . A great man

[@XDB888]

if Carson is the GOAT of late night, Letterman is Lebron

[@montebrown9528]

He never dated a woman over 25.

[@ChubbyChecker182]

the American Peter Stringfellow

[@JasonPatrick-tj4xj]

Live studio audience , sometimes live tv....i dont like the modern year 2022 stuff

[@glittersingh5296]

Rwmemthe time when it was ok for grown men to have blond hair

[@bsolomonful]

RIP

[@codyolson2741]

Rip

[@soller6511]

RIP Hef. kzbin.info/www/bejne/a3arZqtmoLSBj80