Tag Archives: playboy

Hugh Hefner’s Copy Of Marilyn Monroe’s Playboy Is Up For Auction

Hugh Hefner’s legacy lives on in the form of one of his most prized possessions: the original Playboy with Marilyn Monroe on the cover. The auction site Julien’s is selling off Hefner’s personal copy of the first-ever issue of Playboy featuring a … Continue reading

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Hugh Hefner Had His “Personal Stash” Destroyed

Hugh Hefner, the figurehead of Playboy Magazine, died in 2017. But that doesn’t mean we’ll have access to any of his… umm, personal stash of raunchy material. According to The Daily Mirror, the nudie-mag magnate had all of his private … Continue reading

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Playboy Who ‘Slept With 6,000 Women’ Dies While Having Sex

A legendary Italian playboy—who in his prime was said to have fucked 200 women in a “successful” summer— has died doing what he did best: loving women. Maurizio Zanfanti, dubbed the Romeo of Rimini, claimed to have slept with more … Continue reading

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Penthouse Sold At Auction To Online Porn Company For $11.2 Million

The owners of more than 43 porn sites, including Bang Bros, won the auction to take over Penthouse. The porn company outbid Pornhub, Hustler, and Dream Media for a cool $11.2 million. They now own the assets of Penthouse Global … Continue reading

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Playboy Bunny Alleges Affair With Trump

Former Playboy Bunny Karen McDougal is the second woman to come forward about an alleged affair she had with Trump over a decade ago. She told Anderson Cooper in an exclusive interview on CNN that he once tried to offer … Continue reading

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Hugh Hefner (1926-2017)

Hugh Hefner died on Wednesday, September 27, aged 91. We here at the NiteFlirt blog usually keep things light, with fun stories and joke lists and whatnot, but Hef was a pioneer for free speech and sexual expression in the … Continue reading

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Playboy Has Gone Back To Nudity 

It seemed like the end of an era when Playboy announced that its January/February 2016 issue featuring Pamela Anderson on the cover would be the final one with full frontal nudity. The first no-nude issue featured a model who was … Continue reading

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Trump’s Appearance In a Porn Surfaces Amidst Miss Universe Controversy 

Remember that time Donald Trump slut shamed Miss Universe by telling everyone they should go check out her sex tape? Well, the Republican presidential nominee just put his foot in his mouth. Again. It seems Trump forgot about that time … Continue reading

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Behind the Scenes Pictures of Playboy Photoshoots

Beloved long-time Playboy photographer Patrick Van Dam recently published a photographer book called Playboy Behind The Scenes. It’s a collection of images showing all the work that goes into an iconic Playboy spread. From the right lighting to positioning the centerfolds … Continue reading

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You Can Now Buy the Playboy Mansion—Complete with Hugh Hefner

Are you particularly nostalgic about all the sexy shenanigans that’s gone on at the Playboy Mansion all these years? Do you have millions to invest in real estate? If the answer to both of these questions is “yes,” we’ve got … Continue reading

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