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93 Playboy Articles
kim kardashian kylie jenner hate sex tape plan will she listen

Kim Kardashian Hates Kylie Jenner’s Plan To Pose For Playboy — Will Kylie Listen?

7 days ago 4
Kylie Jenner plans to continue to follow in her famous big sister's footsteps, and bare all for Playboy Magazine. Unfortunately, Kim Kardashian is… Read Article ▶
Courtesy of Instagram
Izabella St. James Holly Madison Diss

Holly Madison Dissed By Izabella St. James: She’s A ‘Weirdo’ Obsessed With Hef

3 months ago 8
You've been called out, Holly Madison! Former Playboy Bunny Izabella St. James is calling Holly a weirdo and a stalker whose memoir claims are made… Read Article ▶
Getty Images
Holly Madison Sex

Holly Madison’s Sex Confession: My First Time With Hugh Hefner Was ‘Miserable’

3 months ago 19
How disturbing. Holly Madison is opening up about her sex life during her time living at the Playboy Mansion, and her depictions of life with Hugh… Read Article ▶
Getty Images

Hugh Hefner Slams Holly Madison’s Disses: She’s Trying To ‘Stay In The Spotlight’

4 months ago 0
Feud alert! After retired playmate Holly Madison dished dirty details on her time spent in the Playboy Mansion, the king of the castle (and her ex)… Read Article ▶
holly madison disses hugh hefner

Holly Madison’s Tell-All: Hugh Hefner Cruelly Pitted Playmates Against Each Other

4 months ago 5
Former playmate Holly Madison has spilled the beans on her 'Playboy Mansion hell' in a revealing new interview. One super shocking secret? Hugh… Read Article ▶

Dani Mathers Named Playboy’s 2015 Playmate Of The Year

5 months ago 3
After heating up the pages of 'Playboy' over the past year, model and actress Dani Mathers has been given top honors from Hugh Hefner as the men's… Read Article ▶
Jade Roper In Playboy

Jade Roper: ‘Bachelor’ Star To Strip For ‘Playboy’ Again? The Truth

8 months ago 1
Jade Roper posed for 'Playboy' magazine way before she starred on 'The Bachelor.' But with her newfound fame, posing naked again could prove to be… Read Article ▶
Courtesy of Playboy

Patrick Schwarzenegger: How He Feels About Miley Cyrus’ Rumored ‘Playboy’ Spread

9 months ago 2
Miley Cyrus is allegedly hoping to get completely naked for a 'Playboy' photo shoot later this year, according to a new report, and we're super… Read Article ▶
Getty/Courtesy of Instagram

Dan Bilzerian: Playboy Poker Player Spills His Secrets To Howard Stern

1 year ago 2
How well do you know Dan Bilzerian? On July 22, Dan spoke to Howard Stern about poker, women and growing up. Listeners also learned other interesting… Read Article ▶
Courtesy of Instagram/CNN

Kris Jenner Would Be ‘Thrilled’ To Appear In ‘Playboy’

1 year ago 18
Kris Jenner wasn't afraid to show off her toned body in the season premiere of 'Keeping Up The With The Kardashians.' In fact, Kris seemed to love… Read Article ▶
Courtesy of Instagram
Kennedy Summers Playmate Of The Year

Kennedy Summers Named ‘Playboy’s’ 2014 Playmate Of The Year

1 year ago 12
Another blonde bunny takes the title! Kennedy Summers, 27, has been named 'Playboy's' 55th Playmate of the Year -… Read Article ▶
Courtesy of Playboy
Kate Moss Playboy Tan

Kate Moss In ‘Playboy’ — Get Her Exact, Sexy Glow

2 years ago 4
Kate Moss looks sexy and stunning on the cover of the 60th anniversary issue of 'Playboy,' on sale Dec. 6. Of course, her skin was tan and glowing… Read Article ▶
Courtesy of Playboy
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