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Date: 09/13/13 11:36 AM

9 Responses to The Unlikeliest Women To Have Appeared In Playboy

  1. Profile photo of fancylad
    fancylad Male 30-39
    18831 posts
    September 13, 2013 at 11:27 am
    Link: The Unlikeliest Women To Have Appeared In Playboy - I can confirm that the fapping force was strong in my fapp-itorium with Unlikely Girl #4.
  2. Profile photo of SmagBoy1
    SmagBoy1 Male 40-49
    4432 posts
    September 13, 2013 at 12:03 pm
    My favorite "unlikely" woman ever in there was Drew Barrymore. Oh my!
  3. Profile photo of freddyferret
    freddyferret Male 40-49
    11741 posts
    September 13, 2013 at 3:07 pm
    Tiffany? Really? She was kind of cute but .... wow.
  4. Profile photo of Pinkminx22
    Pinkminx22 Female 30-39
    1091 posts
    September 13, 2013 at 4:05 pm
    I have to laugh at myself because I read the title of this post as "The ugliest women to have appeared in PlayBoy." I must be dyslexic today or something lol.
  5. Profile photo of kree_
    kree_ Male 30-39
    1013 posts
    September 13, 2013 at 4:21 pm
    #4 is the only playboy I ever bought. April 2002, my 18th birthday. Tiffany. It was destiny.
  6. Profile photo of Draculya
    Draculya Male 40-49
    14621 posts
    September 13, 2013 at 10:28 pm
    Nope; Caroline Cossey. Google her.
  7. Profile photo of Ani187
    Ani187 Female 30-39
    4448 posts
    September 13, 2013 at 10:41 pm
    @Draculya, wow, she was hot. If I were a guy, I`d tap that and not even feel gay.
  8. Profile photo of bacon_pie
    bacon_pie Male 30-39
    3061 posts
    September 13, 2013 at 11:15 pm
    Obvious choice

  9. Profile photo of Gerry1of1
    Gerry1of1 Male 50-59
    36662 posts
    September 13, 2013 at 11:42 pm

    Two words... Pyllis Diller

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