Feb 26 2007Hugh Hefner maybe marrying Holly

Lucky old bastard!

and will probably reel over soon, leaving her the money

Jaysus, he could so much better than her.

I bet Hef's parents will be disappointed.

When I first started hearing about their "true love", I thought, Well, maybe. . ."

Apparently not.

“Yes. Of my 3 girlfriends Holly is the most dedicated.”

That’s right. She’s the most dedicated twat of the 3 that really wants your money. You should marry her.

And Holly, no matter what you say… we know you are doing it out of love. Money couldn’t possibly have anything to do with it.

P.S. Does Hugh get to keep his 2 girlfriends after they get married?

Say what you will about Hugh being old, but at least he's still a great dresser...

He chose the small headed ugly one. Way to go Heff

I always thought Gilligan was gay...?

oh, and...I GOT EI8TH !

#6 He's dressed like Mr. Howell! Now he's gotta call her 'Lovey' and secretly poke Ginger and Mary Ann on the side.

So Kendra and Hef hate each other? Don't you usually not have girlfriends who you hate?

She's extremely odd looking. I'm sure she's got a few extra chromosomes.

Hey don't his outfit. This was Halloween. He was 'The Captain' and she's a personal flotation device.

oh no! the crazy one is going to get her way?

It's the Anna Nicole Show sequel. Naw, we haven't heard enough about that.

Shouldn't Heffs pants be at least a couple of ribs lower? I don't know, maybe it's just me.

Ewewewewewewewewewewewewwwww!! D':

Platinum blonde dye job - check

Big fake tits - check

Fluorescent white teeth - check

IQ of shag carpetting - check

Willing to do cadavers - check

@17

Retarded overplayed Priceless commentary - check!

And to be on topic,

if y'all take a look at her face, she's got a large forehead, and a very masculine nose.

Just sayin'!

#9 very good observation.

(ps. she acts as old as him. but i like her the best too...)

I ain't saying she's a golddigger,
But she ain't messing with any other 80-some-year-old men with a multi-million dollar magazine empire.

#19 I'd force her to wear make-up to bed. I don't wanna see what's underneath...

Wow, it's like Weekend at Bernies! I am pretty sure Hef is already dead. Thats why the capn's hat, it hides the concave part of his skull. At least until after the wedding! And here I was worried there wouldn't be anyone to take ANS's place! Howard K, better get his ass back to the states and make friends with Holly!

Where's his pipe? And that my friend is not Oliveoil. She's gonna be pissed.

They look alike.

What's the big deal? To get at his money, lots of girls would be willing to choke down the dust that comes out of his shriveled penis after 60 minutes of jaw-cramp sucking.

I think Holly is gorgeous. If she wants to marry an old guy so what!?!?! On the show it seems like they really love eachother. Holly seems to look past the old body and love the romantic man. So what's the big deal??

holly is gorgeous and from the show she seems sweet and she always says something/cute/stupid to make me laugh. i hope they do get married because you can tell how much she wants it.

however i think this source is probably bullshit. i bet there aren't major problems with kendra or bridget. and if the source IS real and correct, then that person is a fucking asshole for letting the cat out of the bag so early.

ANS Part II.

I was at the manse recently and let me tell you, these two are really in love. Holly never goes anywhere without Hef, or at least, some part of Hef. He's got enough detachable parts that Holly and Bridget and almost share him. Kendra just gets a foot every other Wednesday. HA ha. I know, its not that funny but with Hef, everything's a laugh. Like the time Holly took her makeup off for a Brazilian wax. Hef walks in without knocking and bang! What a laugh as everyone tried to figure out how to work the defrib machine. Kendra was saying that they could take him to the garage and use jumper cables. After the fun died down, Bridget reminded Holly that she still had to do the Brazilian and Holly said, "No, its just one wax job. I can't imagine how to count in Portugese. I've never learned how many are in a Brazilian". Everyone laughed while she looked cute and kept saying, "What?". Then Kendra offered to tighten her corset. By then Hef was awake enough to mumble his favorite three little words, "Call my lawyer". What a great bunch!

Do you think she just sees his countless lines and wrinkles and lets them resemble stacks of cash she'll get while she's having sex with him? How does this woman ever flippin' get off?
I think she's Ursula from The little mermaid. Right when he marries her, she'll split her skin and ooze out to show her big fat rolls and evil witch face, and of course the soulless cackle.

Why is he picking the fugly one? Actually I think they don't make skanky whores like they use to. These 3 look like trailer-trash that broke into Tammyfey Bakers clown-kit. Really, that blonde-bomb thing went out of fashion with the Gabor sisters 40 years ago.

I'm glad I'm not the only one who wonders what's up with that ridiculous hat. I guess when you're old enough you can wear whatever you want, but... damn, man.

About the marriage rumors, who gives a rat's ass? Yeah, same sex marriage would be the end of civilization as we know it, but Barbie can marry Mr. Howell and that's A-OK. Just sayin'. Yuck. There's not enough money in the world to let any part of Hefner's body near me. He's always been sorta icky, so it's not just the age, but that is a big part of it.

Good for him, Holly is by far the best of the three girlfriends. She's the cutest for sure, and appears to be the only one who remembers Heff exists when he's not in the room.

Holly is friggin smokin hot, and she actually seems to have a good personality!

Do they have sex though? Can Hef still have sex? Is it wrong that I'm wondering what the sex life of Hugh Hefner and his 3 girlfriends is like? Cuz it does make me feel a little dirty, and not dirty in the freaky sexy way, but rather in the unpleasent pervy way. But seriously, he has some fine young ass at his disposal, and I can't help but wonder how he works it, if at all.

Look everyone it's Ho Hefner!

she IS the prettiest of the three.
The girl needs some god damed self esteem though.

#21 ed87, that was perfect! LOL

jFp.....I agree that the blonde bombshell thing isn't in right now...but Hef likes it. So obviously ...the girlfriends need to keep that up.

Oh boy, can't wait to watch Holly duke it out with Hef's kids after he bites the big one. Maybe she will spawn and ugly little old man-baby with Hef, thus prolonging the drama and court costs.

How come all of this sounds so familiar? Deja frickin vu.

Ah shit, I'm too lazy to correct my typo...

She's smiling like the cat that just ate the canary's enlarged prostate.

Do you think the whore really loves him or doing it for the money? I dunno...

His other girlfriend Kendra is so obviously a lesbian that this is the PERFECT situation for her...

Hef is too damn old to fuck her and she gets to play "Licky Licky" with the other two publicity stunts...oh pardon me "Girlfriends" "Wink Wink"

Hate to burst the bubble, but I used to work at Playboy. It's all a publicity stunt. When the cameras are off it's all business there, and the girls (when I was there) all have real boyfriends. Hugh is smart, and he knows people believe whatever they see on television. Although the having a child thing may be real. Although they don't have sex with him, I'm sure one of the girls would be willing to be artificially inseminated with some of Hugh's frozen sperm in exchange for a lifetime of financial security. Hell, I'D do it if I could.

She may be the funny looking one out of the bunch, but she's the one who knows CPR and is hiding those electro-paddle things under those enormous breast shaped covers.

CLEAR!
ZAP!

beeeeeeeeee... beep beep beep beep beep beep beep...

#38 - Thank you, I'm here every other day. :-p

I'm sorry but I don't see what people see in her. She has a man-chin and man-nose. Sure she has gazongas but those are fake, I'm sure.

In other news, #40 hit it right on the head. Deja vu.

That big nose is unfortunate because you know Hef has the intense old-man smell.

... you know, that strong musky smell at the base of the shaft, above the testes, particularly noticable after your guy works out?

I mean, um, ... that's what I heard. Really.

Isn't Hugh Hefner still legally married to his wife Kimberley Conrad? They've been separated for a very long time but last I heard she was living next door to the mansion and they hadn't filed for divorce yet. Funny how they never mention that on the show when Holly is coyly hinting at her desire to marry him.

#50 That's because all of the camera crew's footage of Kimberly was of her sticking pins into a doll and screaming, "Die, you sick wrinkled fucker, DIE!" Kind of ruined the mood.

Is that Thurston Howell III ?

Don't forget..tonight is enema and suppository night Heffie!

I personally hope this isn't true, becuase I love the show and Holly is by far my least favorite girl of the 3. She is weird looking, doesn't have a fun personality, and seems the fakest out of them - she might be the one who looks like she cares about Hef the most, but uh, when your a fake person, that wouldn't be hard to pull off.

I really love that the show always shows Bridget & Kendra giving way less affection for Hef than Holly.. probably because they get the urge to vomit when thinking about him in a sexual way - like every other normal person does.

#30 - HAH!

'Even when you're surrounded by the most beautiful women,you'll be in need with one you can consider your wife'.Genius!Thanks again mr.Hefner for your message filled with almost a century of wisdom.I'm suddenly urgently looking for a girl which can cook,doing housekeeping and laundry and private administration.Where are thou?!

Holly Madison: "I'm excited to marry Hugh! Sure, he's got a lot of money. But I'm 27, and with Hugh I'll be able to experience what it's like to be a mother because I will be changing his diapers, helping him walk, and ultimately, I'll be putting him to sleep."

lmao to true love, lots of money, and fake tits.

The bitch has father issues clearly...I guess her real dad didnt give her enough attention when she was a kid or he gave her too much attention if you know what i mean

Hmm, according to Jill Spaulding's book, girlfriend #1 is the GF that is obligated to have anal sex with Hef. Yep thats what the book says. http://club.cdfreaks.com/showthread.php?t=104920

That just makes it all the more creepy, she's getting ass banged for the money.

"He has anal sex with his real girlfriend and all the other girls cheer. As soon as he's finished, everyone just disappears and his main girlfriend and him start to make out. Rumor has it that a doctor comes in and checks on him after the girls leave the room, but I didn't see that."

At this point, she probably feels less when they have anal sex then she does when it's time to say goodbye to yesterday's bean burrito.

holly deserves to get a ring because she's been riding this skeleton for 5 years. that is dedication. i'm sure he's not going to be leaving her much though. hef said it himself. the whores keep him young. settleling with this hooker is going to put him in the grave.

of course kendra hates hef. she only likes thug ass black men. she only loves black cock...period!!! i'm surprised she loves cock at all considering how butch she is.

and brigette better get going on starting her "broadcasting career" because those crows feet around her eyes are so deep, i'm tempted to plant some maize in them. that bitch is old!!!!! she's 31 or 32 which is way beyond hef's 25 y.o. expiration date.

Dear Mister Webster,

Find attached photograph regarding subject "redefining obscenity".

Just because she's the hottest does not excuse the fact that she's like, the dullest person ever. How do some of you honestly think she's the most interesting? But it figures she wouldn't like Kendra. Boring girls tend not to like the fun ones because they get all the attention.

#59 - indeed. Classy girls take it up the butt for coke.

I watch the show because.. it's addictive, I guess. I thought Holly was the prettest of his girls. I really don't like Kendra, she's ugly and annoying. That quote above in the story is confusing a bit though, is it hef or holly that hate kendra? I'm guessing kendra and holly hate each other and play nice for the show.

Hef's nickname is 'Captian Stubing' and he's ready to sail the seas...of tits.

@18 - danielle <-you stupid cunt.

Since when do "Priceless" commentaries include "checks" instead of prices?

Mine was a wedding checklist, you cave-dwelling loser.

don't worry, danielle has something stupid to say, you'll get used to it.

lol at that stupid sailor hat and heck, their entire lives for that matter.

Thanks for the entertainment! These postings are some of the funniest I've read on any blog.

Motherfucker look like Popeye.

I don't like Barbie Doll hair.

Beyond parody, like the pic of The Hoff in drag, next to his own cardboard cutout.

Heff has got a billion dollars, and Viagra.

Take a look at the pussy a freak like Quentin Tarantino gets.

Bitches will fuck a bucket of mud if it has money.

Haters, step aside. He's rich and can afford a better hardon than what you have, and he plows it into something hotter than your best girlfriend.

Of all his extremely beautiful "girlfriends", he chose to 'maybe' marry the ugliest one.

Unbelievable.

He can't marry Holly. He's still married to his ex-wife from whenever. They never divorce, and I doubt Hef is a Mormon.

Money ALWAYS wins out

Bridget will probably be kicked out the house after the show is done. She's there as a freeloader & trying to be semi-famous. Kendra is just dumb & young, she is a feisty one but she wants to be black. Notice how whenever the black athletes & rappers come by, she always hangs with them? Also, she used to post on Terrell Owens forums all the time! I wouldn't be surprised if she met some rapper or athlete & left Hef. Holly on the other hand is devious but she's the most committed & actually loves Hef.

#77 - you know, just because people enjoy hanging out with people who happen to be black doesn't actually mean they want to be black themselves. They might just not be the huge racist idiot that you are. Try leaving the suburbs every once and a while, won't you?

#78 have you watched the show? She wears grills, all she does is listen to rap, she sticks her ass out & does the booty shake dance like you see in rap videos. Let me see, I wonder maybe you fit into that category & got insulted/defensive? I'm not a racist as I have some black friends. I leave the suburbs a lot as I live in a urban downtown setting.

Is that Bob Barker?

Hmm, dunno if downtown Minneapolis necessarily fits the bill of urban living, but that's cool. And you know, the standard defense for racists is "I'm not racist! I have black friends!" Way to be apropos on that one. But the very fact that you consider certain things to be either black or white behavior speaks volumes. You, my dear, are prejudiced. Have a lovely day.

Oh, how sad. It's the Skipper and I think he has cancer.

Downtown Minneapolis? No, I live in Downtown Miami but I am located in Atlanta right now. It might be the standard defense saying I have black friends but would a real racist actually have any black friends? And who isn't prejudiced? Everyone in some way shape or form is somewhat prejudiced, some more than others. And yes I can categorize if certain thins are either black or white behavior. It's called observation & from observation I noticed that certain groups tend to behave in certain ways (both in the real world & in the media). For example, there are guys you know of that watch anime 24/7 & love all things japanese, considering them wanting to be japanese would be considered racist? I don't see the logic.

I think you are all racist 77-83.

ha

Maybe she likes being around black rappers and athletes because she knows they have at least a 12 incher between their legs.

Is Holly hispanic with blonde hair?

Maybe she likes being around black athletes and rappers because she knows at the very least they have a 12 incher between their legs....ha ha

Is Holly hispanic with blonde hair?

Who Gives a Fuck!!

Fucking ridiculous Old Hag...And the Blond gold digger, sans personality Hooker Barbie wannabe....congratulations....you sure nabbed yourself a 24/7 fucker, congrats on the mind blowing sex!!!

Photographers will be snapping photos of her in a years time brandishing bent and broken umbrellas after shes has his offspring, note the "OFF" in offspring.

I can't believe people are talking about this like it's real. It's show business folks. E pays millons (yes millions) to Playboy for access to the mansion and Hugh's life. The relationship between Hugh and the girls is an invention, nothing more. I'm really stunned people believe a guy who is eighty something is hacing sex with a beautiful twenty-somethings.

i think that holly is the best looking out of the three and from watching every episode of the girls of the playboy mansion as it is called here in australia, i think she does love him. why else would she share a room with him whilst the other two don't and why else would she talk the way she does about him. and of course they have sex he would be stupid not to

yeah, sure....why not just die already

Holly is hot and smart, obviously she's in it for the money and good on her, God knows she deserves every penny for having to kiss this man, even if it's just for the camera and she also deserves it for putting up with that retard Kendra who is wasting oxygen by being alive.

Oh wait I take that back, Holly is dedicated and loving, she cares for Hef not for his money or fame. She would love this 82yr old man even if he had no money and lived in the gutter. Kendra still sucks butt though, not taking that back.

I love the show, it's good mindless entertainment. Here's my two cents: Kendra Wilkinson is the biggest cretin ever to walk the face of the earth. She seems to firmly believe that she is the sexiest thing ever, despite her hyena laugh, big nose, and thin lips.( There's a lot more to seduction than how you look, for one thing.) It's really a pity that Bridget is going nowhere, she seems like a genuinely good-hearted person. As for Holly-- oh my sweet lord, what a robotic, blank-eyed weird bitch! It's odd because she does appear to have a sense of humor--she cracks jokes and everything, BUT HER EXPRESSION NEVER CHANGES. But of course, none of this really matters because I'm sure if HH was some typical senior citizen, living in a trailer and eating government cheese, they'd still want to hang with him, right? Right???