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It was after she had an affair that he thought about branching out sexually, and boy did he.

  • They were also Playmates in their own right, released as a double edition for July and August of 2009 — both girls being the Playmates for both months.

  • Even if looking at them now may end up putting you in jail.

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He asked her for a date when he was 42 and she was 18 — which is actually good for Hef, who married Crystal Harris when he was 85 and she was 26.

  • She is perhaps now more well known for being married to Kiss bassist and overall creep, Gene Simmons — the guy with that Tongue.

  • Holly Madison Holly Madison was perhaps the most well known girlfriend from the E! Hugh Hefner in an intimate family ceremony.




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