Hugh Hefner's Loves & Hookups People

Hugh Hefner's Loves & Hookups

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All of Hugh Hefner's past and present girlfriends and wives. The ultimate playboy, Hefner has dated tons of women, most of them Playboy bunnies who he discovered. This long list of lovers covers an entire lifespan yet the women seem to always be young. Hugh Hefner has only been married a couple times but he's dated continuously. Not that it's unexpected, but some of the gorgeous women on Hugh's arm have been caught on celebrity sex tapes with other high-profile men. Kendra Wilkinson, for example, is high on the list of celeb sex tapes and is no stranger to the attention. As of now, Heff himself has not been in the middle of a celebrity sex tape scandal, but who knows what the wily old man will get up to next? Here are all the playmates Hefner's been official with (who knows how many are "unofficial").
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Rank   Name
  1. 1
    1986
  2. 2

    Jenna Bentley

  3. 3

    Melissa Dawn Taylor

  4. 4
    1985
  5. 5
    1989
  6. 6
    1989
  7. 7
    1985
  8. 8

    Sheila Levell

  9. 9
    1973
  10. 10
    1975
  11. 11

    Lana Kinnear

    1976
  12. 12

    Zoe Paul

  13. 13
    1975
  14. 14
    1981
  15. 15

    Tricia Wertz

  16. 16
    1979
  17. 17

    Cristal Camden

    1981
  18. 18

    Tiffany Holiday

  19. 19
    1972
  20. 20
    1976
  21. 21

    Michelle Winchester

  22. 22
    1977
  23. 23

    Cathi O'Malley

    1981
  24. 24
    1980
  25. 25

    Sandee Westgate

    1979

items 1 - 25 of 55

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  1. Ricky
    Hugh Hefner's Loves & Hookups at 4/14/2012 5:03 PM
    I think the best of all of her lovers and playmates was Patti Mc´Guire. Her beautiness and perfect body shape never was seen again in playboy magazine.

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