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Hugh Hefner

Holly Madison Recalls Time With Hugh Hefner As ‘Stockholm Syndrome’

Holly Madison Recalls Time With Hugh Hefner As ‘Stockholm Syndrome’

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‘Playboy’ Names First Transgender Playmate Ines Rau

‘Playboy’ Names First Transgender Playmate Ines Rau

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Jared Leto To Star As Hugh Hefner In Upcoming Biopic

Jared Leto To Star As Hugh Hefner In Upcoming Biopic

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Jimmy Kimmel’s Hugh Hefner Tribute Monologue Called Disrespectful By Some [VIDEO]

Jimmy Kimmel’s Hugh Hefner Tribute Monologue Called Disrespectful By Some [VIDEO]

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Hugh Hefner, ‘Playboy’ Founder, Dies At 91

Hugh Hefner, ‘Playboy’ Founder, Dies At 91

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Kendra Wilkinson-Baskett Writes Birthday Message To Ex Hugh Hefner

Kendra Wilkinson-Baskett Writes Birthday Message To Ex Hugh Hefner

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Playboy Mansion Sells To Twinkie Mogul Daren Metropoulos For Undisclosed Sum

Playboy Mansion Sells To Twinkie Mogul Daren Metropoulos For Undisclosed Sum

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Holly Madison On ‘Vegas Diaries,’ Russell Brand Rumors & Dating After Hugh Hefner [EXCLUSIVE VIDEO]

Holly Madison On ‘Vegas Diaries,’ Russell Brand Rumors & Dating After Hugh Hefner [EXCLUSIVE VIDEO]

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Keith Hefner, Hugh Hefner’s Younger Brother And ‘Best Friend,’ Dies At 87

Keith Hefner, Hugh Hefner’s Younger Brother And ‘Best Friend,’ Dies At 87

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Playboy Enterprises Reportedly For Sale

Playboy Enterprises Reportedly For Sale

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Playboy Mansion Up For Sale For $200 Million

Playboy Mansion Up For Sale For $200 Million

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Pamela Anderson Covers Last Nude Issue Of ‘Playboy,’ Was Hugh Hefner’s Only Choice

Pamela Anderson Covers Last Nude Issue Of ‘Playboy,’ Was Hugh Hefner’s Only Choice

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Hugh Hefner Disputes Holly Madison’s Claims In New Memoir

Hugh Hefner Disputes Holly Madison’s Claims In New Memoir

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Holly Madison Says Hugh Hefner Offered Her Quaalude In Tell-All Memoir

Holly Madison Says Hugh Hefner Offered Her Quaalude In Tell-All Memoir

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Kendra Wilkinson Dishes On Sex With Hugh Hefner

Kendra Wilkinson Dishes On Sex With Hugh Hefner

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Hugh Hefner Celebrates 88th Birthday With 'Casablanca' Party At Playboy Mansion

Hugh Hefner Celebrates 88th Birthday With 'Casablanca' Party At Playboy Mansion

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Hugh Hefner Dresses As Robin Thicke For Halloween, Wife Crystal Dresses As Miley Cyrus

Hugh Hefner Dresses As Robin Thicke For Halloween, Wife Crystal Dresses As Miley Cyrus

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Hugh Hefner Says He’s Had Sex With Over 1,000 Women

Hugh Hefner Says He’s Had Sex With Over 1,000 Women

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Hugh Hefner Weds Crystal Harris — 60 Years His Junior

Hugh Hefner Weds Crystal Harris — 60 Years His Junior

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Bollywood Actress Sherlyn Chopra First Indian Woman To Pose Nude In 'Playboy'

Bollywood Actress Sherlyn Chopra First Indian Woman To Pose Nude In 'Playboy'

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