Hef's Crazy Old Man Cackle

Sure, he's bangin' three hotties more than half his age, but Hugh Hefner has one crazazy laugh.


TMZ caught the master of all things Playboy leaving Bloomingdales last night -- where a Playboy menswear line was launched. Girlfriends Holly, Kendra and Bridget were in tow. TMZ's photog asked if all the girls got along; Holly said yes, Kendra called them all "f**king bitches," and Hef, well, he just let his crazy laugh fly.

Paint his face green and throw a black hat on him -- Hef's the next Wicked Witch of the West!



Tags: hugh hefner, HughHefner

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(Page 4 of 4) Previous 15 Comments

46. Hey Hefner I know your reading this did you see your friend in paris hooked up with hilfiger and theres a sex tape i heard it was on youtube.com/youngamericanroyalty

Posted at 6:15AM on Oct 19th 2007 by vinni

47. TMZ I know your reading this did you see a paris hooked up with a hilfiger and theres a sex tape i heard it was on youtube.com/youngamericanroyalty

Posted at 6:17AM on Oct 19th 2007 by vinni

48. SOUNDS LIKE THERE MIGHT BE SOME DRAMA AHEAD!!! HOLLY AND BRIDGET SEEM SO MUCH SWEETER AND DIFFERENT THAN KENDRA!! KENDRA NEEDS TO GROW UP AND ACT SWEET LIKE THE OTHER BUNNIES

Posted at 9:42AM on Oct 19th 2007 by HOOSIERGUY

49. I love Hef and the girls and I love his laugh! My friends and I laugh every time he laughs. I can't believe anyone would think he's not sleeping with them! HELLO- viagra and 3 hot girls- I'm sure he can make it work

Posted at 1:35PM on Oct 19th 2007 by Andrea Elias

50. Half his age? Try a quarter his age. Seriously how can anyone be impressed with an old guy that has to buy prostitutes? Oh my! Did you really think that these "blonde's" are sleeping with him for his "personality and good looks?"

Posted at 5:11PM on Oct 21st 2007 by Replikov

51. He is probably banging Holly because he loves her. Bridgett poor thing needs to find her own man and Kendra is a money hungry biatch who needs to get the boot. Its called viagra people

Posted at 11:12PM on Oct 19th 2007 by mommyof4

52. Hef's girlfriends are well compensated for any discomfort or inconvenience. Be real. Who among you wouldn't sell yourself to live in a mansion with full staff, indulging your every whim of voyeurism and exhibitionist behaviour, greed and avarice? If you could get some old guy or gal to pay your way through life, set you up, help you meet people who could further your career, there isn't a one of you who'd pass it up.

Posted at 12:07AM on Oct 20th 2007 by GingerPeachy

53. Many years ago I was at the Mansion in Holmby Hills with a male Star...Big Deal Peachy..It was not a big deal and many women Do not Sell themselves 4 such a Life....If Heff didnt have all his Money made off WOMEN he wouldnt be getting any YOUNG pretty Women thats 4 sure...He is not an attracvtive Man but Money always solves most problems for Men like him...Without Money he is an ugly old man with a pushed in face and a tiny little pee pee..No power no nothin without his money..Remember, Women made him rich to begin with...

Posted at 11:05AM on Oct 21st 2007 by Anna

54. #50 you are wrong..I would not do it...IM worried about where I will spend eternity..Not living a life of Sex and money and meaningless stuff..Sure Money helps but not for my Soul...

Posted at 11:04AM on Oct 21st 2007 by Julie

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