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This is Tiffany. She is one of Hef’s ex-girlfriend from the time that he had seven. Like most Hollywood bimbos, she thinks that lip fillers are her friend. Ha, ha, ha.. I think not. When your upper lip looks like a breakfast sausage, you don’t look good.



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41 Responses to “Hef’s ex girlfriend, Tiffany”  

  1. 1 Velveeta

    What’s with the McDonald Arches eyebrows?

  2. 2 Iris

    Do you have a before picture?

  3. 3 kellsbells

    LOL Breakfast sausages under her McDonalds Arch brows. Sunday morning comics. Thanks….

  4. 4 Josh

    Lord another BRIDE of CHUCKY

  5. 5 casey

    the absolutely horrible makeup and pencil-thin eyebrows don’t help either! why don’t these women hire decent stylists? are they ALL on crack out there? : )

  6. 6 Suzanne

    She literally looks like a clown. I wonder what she used to look like? Probably couldn’t even recognize her…

  7. 7 SB123

    She looks like a cartoon character – also, everything looks purchased: the inflated lips, the spray-on tan, the bottle-blonde hair, the makeup, the teeth veneers, one cheek looks like it has an implant. Wonder if she has purchased breasts too. What a piece of work.

  8. 8 Classic

    OH YIKES! I made a couple sims that look like her. All of them plastic surery victims.

  9. 9 Janis

    Velveeta, you are a genius. I love it. Guaranteed way to look like a ho: McDonald Arches eyebrows.

  10. 10 Sue Hansen

    Okay…there is McD arches, sausages, walnuts in her cheeks….raised hairline due to a facelift…did we miss anything?

  11. 11 lola

    although…she is still an attractive woman.

  12. 12 bdfw

    Do you really need a stylist to know that you shouldn’t apply makeup like a clown?

  13. 13 frewt

    She looks like a cartoon character.

  14. 14 PaulWall

    Why does Hef even bother getting a new girlfriend when they ALL look the same: fakin’ fugly? I guess they’re just too much into the cocaine for Hef to want to be bothered with them.

  15. 15 Nerd

    “Isssss that a rich old man that might die soon and make me famous (and possibly rich)?! Why, I believe it issss! Ssshmile Tiffy, shmile!”

  16. 16 Suzanne

    oh..and the hair..I spend so much time trying to cover up my white hair..guess I should just go with the flow since it looks sooooo awesome on Tiffany…what a natural beauty she is…

  17. 17 Jante

    It looks like she bought some cheeks from her doctor, too.

  18. 18 sparklfarkl

    so much wrong here…so little time.

  19. 19 tammy

    her face looks worse than her lips.

  20. 20 Deke

    Playboy magazine has to be promoting some of the worst plastic surgery in the world. In addition to this disfigured woman, Playboy is going to subject the world to a centerfold of plastic surgery victim, Lisa Rinni. What is next? Jocelyn Wildenstein? Nikki Cox even turned up in the magazine recently. She was once an attractive woman, but her ill considered attempts to enhance her appearance made her entire face look to be grotesquely swollen.

  21. 21 LAwoman

    Yes, they are. As a Sunset Blvd- type family member put it, “crack is the new indie-rock drug.”
    This girlie looks very non-indie-rock, but you get the idea.

  22. 22 Linda

    She doesn’t look sexy, she looks weird.

  23. 23 Carolyn

    Nothing is right here–the awful eyebrows and eye makeup, the strange tiny nose, fake apple cheeks, balloon lips and the huge white billboard teeth. I’d keep my children away from her; too scary.

  24. 24 Sharon

    Oh, for goodness sakes! She was a pefectly lovely young woman and now she just looks like a Play-Doh head!
    Those lips!!!!!!
    Those cheek implants!!!!!!
    Those poor eyebrows!!!!!!
    OMG!!!!!!! My eyes are burning!!!!!!!! I just can’t look anymore.
    And, to think she PAID to look like this!

  25. 25 fitshaced

    I’m more offended by the eyebrows.

  26. 26 matt

    Poor thing, I guess she has no mirrors in her house. Just think what a mess she will look like in ten years……..

  27. 27 Janis

    OTOH, perhaps Hugh Hefner paid for her to look like this. Of course, she still has to live with the result. Anywhere other than L.A. she’s bound to get stares – and not of approval.

  28. 28 Notimpressed

    It’s a pretty shade of lipstick, though…

  29. 29 CK

    Ah ha ha!!! Gross!

  30. 30 c.c.

    She is sooooooooooooooooooooooooooo freaking ugly she looks like a marionette

  31. 31 DJEette

    She looks like she has the mumps or something, with her face all swollen like that.
    Just ew.
    And I don’t even have to say anything about her lips…

  32. 32 MG

    She doesn’t quite look right to me. She’s not ugly, she’s not beautiful, she’s not even average. Just weird.

  33. 33 CW

    OMG – those (non) eyebrows are scary scary scary not to mention the matching lips and cheeks
    wow
    space aliens unite

  34. 34 Joy

    How about the fact that her “tan” blends into her hairline…I’m sure she is a pretty girl naturally, but honestly, what guy really thinks this looks good?

  35. 35 Tara

    She looks like a cartoon. These poor women! Why?

  36. 36 dl

    Whaaaahahahaaha. THAT’S a funny pic, and not even photoshoped.
    Hideous!

  37. 37 Vince

    Personally, I’d like to know if these women ever venture outside their circle of friends….because there is no way an honest person isn’t going to tell them they look silly. I’m sure there are lip jobs that were done right, but I have yet to see them in my experience.

  38. 38 Noora

    Men actually SLEPT with her?

  39. 39 Noora

    However, I do feel sorry for her even when a nearly decomposing man dumped her :( No wonder she is insecure.

  40. 40 shortEmoKid

    men actually SLEPT with her as in Dj Ashba…

  41. 41 Lola Granola

    She looks like Janice from The Muppet Show–remember her?